Hydrochloric Acid → HCID 42622954, 화합물

HRID 1092447노트

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HRID 1092447 반응식
C([O:4][C@H:5]1[C@H:10]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[C:13]([CH2:18][C:19]3[CH:24]=[CH:23][C:22]([CH2:25][CH3:26])=[CH:21][CH:20]=3)[CH:12]=2)[C@@H:9]([O:27]C(=O)C)[C@H:8]([CH2:31][O:32]C(=O)C)[C@@H:7]([O:36]C(=O)C)[C@@H:6]1[O:40]C(=O)C)(=O)C.[OH-].[Na+].Cl>CO>[Cl:17][C:14]1[CH:15]=[CH:16][C:11]([C@@H:10]2[C@@H:9]([OH:27])[C@H:8]([CH2:31][OH:32])[C@@H:7]([OH:36])[C@H:6]([OH:40])[C@H:5]2[OH:4])=[CH:12][C:13]=1[CH2:18][C:19]1[CH:20]=[CH:21][C:22]([CH2:25][CH3:26])=[CH:23][CH:24]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 57741109HCID 57741109, 화합물

생성물 1

HCID 42622954HCID 42622954, 화합물수율 90%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a stirred solution of (1S,2R,3R,4S,5R,6R)-4-(acetoxymethyl)-6-(4-chloro-3-(4-ethylbenzyl)phenyl)cyclohexane-1,2,3,5-tetrayl tetraacetate (98 g, >99%, 0.158 mol, 1 eq) in methanol (1 L) was added sodium hydroxide (powder, 12.6 g, 0.315 mol, 2 eq) and the mixture was refluxed overnight. The mixture was acidified to pH 6 with 1 N hydrochloric acid and the volatiles were removed under reduced pressure. The residues were dissolved in ethyl acetate (3 L), washed with water (1 L), then with brine (1 L), dried over sodium sulfate, filtered and concentrated to give a white foam. The foam was recrystallized in refluxing ethanol/water (v/v=1:3, 20 mL/g (crude)) twice to give a white solid (58 g, purity of 99.3%, yield 90%).

후처리

  1. temperaturethe mixture was refluxed overnight
  2. customthe volatiles were removed under reduced pressure
  3. dissolutionThe residues were dissolved in ethyl acetate (3 L)
  4. washwashed with water (1 L)
  5. dry with materialwith brine (1 L), dried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customto give a white foam
  9. customThe foam was recrystallized
  10. temperaturein refluxing ethanol/water (v/v=1:3, 20 mL/g (crude)) twice
  11. customto give a white solid (58 g, purity of 99.3%, yield 90%)

출처 및 근거

ORD 기록
ord-4eb9a5d06fed43018fc5a07fd6c65644
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08129434B2

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