Ammonium → 4-(Hydroxymethyl)benzoic acid

HRID 1461946

반응식

HRID 1461946 반응식
[OH-].[NH4+].[C:3]([O-])(=[O:13])[C:4]1[CH:12]=[CH:11][C:7]([C:8]([O-:10])=[O:9])=[CH:6][CH:5]=1.[NH4+].[Na+].C(O)(=O)C1C=CC(C(O)=O)=CC=1.OCC1C=CC(C([O-])=O)=CC=1.[Na+].C([O-])(=O)C1C=CC(C(O)=O)=CC=1.[Na+].[OH-].[Na+].C([O-])(=O)C1C=CC(C([O-])=O)=CC=1.[Na+].[Na+].[Na].[NH4+].C([O-])(=O)C1C=CC(C([O-])=O)=CC=1>>[OH:13][CH2:3][C:4]1[CH:5]=[CH:6][C:7]([C:8]([OH:10])=[O:9])=[CH:11][CH:12]=1

참가 물질

11

반응물 10

HCID 223AmmoniumHCID 7489Terephthalic Acid4회HCID 14798Sodium Hydroxide2회HCID 14923Ammonium Hydroxide3회HCID 82305Disodium terephthalateHCID 1542691,4-BenzenedicarboxylateHCID 5360545SodiumHCID 18352242Sodium ammonium terephthalate4회HCID 236688661,4-Benzenedicarboxylic acid, sodium salt (1:?)HCID 23683602Sodium p-hydroxymethylbenzoate4회

생성물 1

HCID 763604-(Hydroxymethyl)benzoic acid

실험 절차

FIG. 1 is a diagram of the invented process using sodium hydroxide and ammonium hydroxide. Terephthalic acid, sodium hydroxide and ammonium hydroxide are metered into reservoir 1 by lines 2, 3 and 4 in ratios of one mole per mole at the beginning of the electrochemical reduction process to form sodium ammonium terephthalate. Added ammonium hydroxide is used as a buffer to raise the pH from approximately 7 to within the range of from about 8.0 to about 11.0. The sodium ammonium salt solution is thereupon pumped by suitable means by line 5 to electrolysis cell 6 wherein the salt of terephthalic acid is reduced to sodium p-hydroxymethylbenzoate (Na p-HMB). The Na p-HMB is thereupon pumped by line 7 back to the reservoir 1 which contains Na p-HMB, NH4OH, and monosodium terephthalate. After optimum levels of Na p-HMB have been reached in the reservoir 1, a portion of the electrolysis cell output of line 7 is pumped by line 8 to reactor 9 to which make-up terephthalic acid and make-up sodium hydroxide are added by lines 10 and 11. Make-up terephthalic acid and sodium hydroxide are required because of the reduction of the sodium ammonium terephthalate to Na p-HMB and to salt out the Na p-HMB. Recycle ammonium salt from reactor 9 is pumped by line 25 to line 18 and thence to reservoir 1. The disodium terephthalate in reactor 9 is pumped with the solution removed from reservoir 1 by line 12 to chill unit 13 wherein the Na p-HMB is salted out by the presence of the disodium terephthalate. The resulting slurry in chill unit 13 is pumped by line 14 to filter 15 wherein solids comprising Na p-HMB are filtered and forwarded by line 16 to be recrystallized in crystallizer 17. Mother liquor from filter 15 is recycled to reservoir 1 by line 18. Mother liquor after dewatering from crystallizer 17 is recycled to reservoir 1 by line 19, which joins line 18. Recycle slurry from filter 15 is returned to chill unit 13 by line 22 if recycle is necessary to obtain sufficient cooling. Make-up terephthalic acid and ammonium hydroxide are added to line 18 by lines 20 and 21 to restore the sodium:ammonium:terephthalate ratio and are reacted in reservoir 1. Sodium p-hydroxymethylbenzoate is removed from crystallizer 17 by line 25 to reactor 23 where it is acidified to obtain p-hydroxymethylbenzoic acid.

후처리

  1. temperatureto raise the pH from approximately 7 to within the range of from about 8.0 to about 11.0
  2. customa portion of the electrolysis cell output of line 7 is pumped by line 8 to reactor
  3. additionare added by lines 10 and 11
  4. customremoved from reservoir 1 by line 12
  5. temperatureto chill unit 13 wherein the Na p-HMB
  6. filtrationto filter 15 wherein solids
  7. filtrationare filtered
  8. customto be recrystallized in crystallizer 17
  9. filtrationMother liquor from filter 15
  10. filtrationRecycle slurry from filter 15
  11. temperatureto chill unit 13 by line 22 if recycle
  12. customto obtain sufficient cooling
  13. additionare added to line 18 by lines 20 and 21
  14. customSodium p-hydroxymethylbenzoate is removed from crystallizer 17 by line 25 to reactor 23 where it

출처 및 근거

ORD 기록
ord-98e048bb82694587bb1f039b785b2626
출처 데이터셋
uspto-grants-1984_07
특허 번호
US04457814

연결된 노트

불러오는 중…