Methanol → HCID 14555676, 화합물

HRID 1723414노트

반응식

HRID 1723414 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]([OH:18])=[O:17])=[CH:4][CH:3]=1.OS(O)(=O)=O.[CH3:24]O>>[OH:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]([O:18][CH3:24])=[O:17])=[CH:6][CH:7]=1

참가 물질

4

반응물 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 10422225Benzenenonanoic acid, 4-hydroxy-

생성물 1

HCID 14555676HCID 14555676, 화합물

실험 절차

A mixture of 31.8 gms 9(4-hydroxyphenyl)-nonanoic acid, 15 gm molecular sieves (3A), 320 ml methanol, and 5 ml H2SO4 was refluxed for 48 hrs. The reaction mixture was cooled, filtered through diatomaceous earth, and the methanol removed in vacuo. The residue was dissolved in CHCl3, washed twice with 5% NaHCO3, twice with water, and once with NaCl solution. The aqueous phase was back-washed with ether. The organic layers were filtered, combined, dried over MgSO4, treated with decolorizing carbon, and filtered through diatomaceous earth. The solvents were removed in vacuo and the resulting solid was crystallized from hexanes:CH2Cl2 to give 23.5 gms of product, mp. 52°-4°. A further 4 gms ester was recovered from the mother liquors, after a second crystallization.

후처리

  1. temperaturewas refluxed for 48 hrs
  2. temperatureThe reaction mixture was cooled
  3. filtrationfiltered through diatomaceous earth
  4. customthe methanol removed in vacuo
  5. dissolutionThe residue was dissolved in CHCl3
  6. washwashed twice with 5% NaHCO3, twice with water
  7. washThe aqueous phase was back-washed with ether
  8. filtrationThe organic layers were filtered
  9. dry with materialdried over MgSO4
  10. additiontreated with decolorizing carbon
  11. filtrationfiltered through diatomaceous earth
  12. customThe solvents were removed in vacuo
  13. customthe resulting solid was crystallized from hexanes

출처 및 근거

ORD 기록
ord-62a5abac039249d7b18d449cf4b720d0
출처 데이터셋
uspto-grants-1989_08
특허 번호
US04861798

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