Acetone → 2H-1-Benzopyran-2,6-diol, 3,4-dihydro-2,5,7,8-tetramethyl-

HRID 268419

반응식

HRID 268419 반응식
[OH:1][C:2]1[C:3]([CH3:17])=[C:4]2[C:9](=[C:10]([CH3:13])[C:11]=1[CH3:12])[O:8][C:7]([O:15]C)([CH3:14])[CH2:6][CH2:5]2.CC1C(O)=C(C)C(C)=C(C=1)O.CC(C)=O.Cl>O>[OH:15][C:7]1([CH3:14])[CH2:6][CH2:5][C:4]2[C:9](=[C:10]([CH3:13])[C:11]([CH3:12])=[C:2]([OH:1])[C:3]=2[CH3:17])[O:8]1

참가 물질

6

반응물 4

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 12785TrimethylhydroquinoneHCID 1037632H-1-Benzopyran-6-ol, 3,4-dihydro-2-methoxy-2,5,7,8-tetramethyl-

생성물 1

HCID 1037372H-1-Benzopyran-2,6-diol, 3,4-dihydro-2,5,7,8-tetramethyl-

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A solution of (±)-6-hydroxy-2-methoxy-2,5,7,8-tetramethylchroman, prepared as described in Example 1 from 1.0 mole of trimethylhydroquinone, in 1250 ml. of acetone, 1000 ml. of H2O and 8.30 ml. of conc. HCl was heated at reflux under N2. The solvent was removed by distillation until tthe distilling head temperature reached 95°. The suspension was cooled to 70°, diluted with 800 ml. of acetone, cooled to ca. 15° and stripped of solvent at reduced pressure and 30° to ca. 1000 ml. The resulting suspension was cooled, filtered and dried to give (±)-2,6-dihydroxy-2,5,7,8-tetramethylchroman as a grey-tan powder, m.p. 105°-107°.

후처리

  1. temperatureat reflux under N2
  2. customThe solvent was removed by distillation until tthe distilling head temperature
  3. customreached 95°
  4. temperatureThe suspension was cooled to 70°
  5. additiondiluted with 800 ml
  6. temperatureof acetone, cooled to ca. 15°
  7. temperatureThe resulting suspension was cooled
  8. filtrationfiltered
  9. customdried

출처 및 근거

ORD 기록
ord-1363e48b53e24930a46ec4111279472c
출처 데이터셋
uspto-grants-1976_03
특허 번호
US03947473

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