Hydrochloric Acid → 1-(3-Chloro-4-cyclohexylphenyl)ethane-1,2-diol

HRID 426803

반응식

HRID 426803 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl:7][C:8]1[CH:9]=[C:10]([C:20](=[O:26])[C:21](OCC)=[O:22])[CH:11]=[CH:12][C:13]=1[CH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1.Cl>CCOCC>[Cl:7][C:8]1[CH:9]=[C:10]([CH:20]([OH:26])[CH2:21][OH:22])[CH:11]=[CH:12][C:13]=1[CH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 12939850Ethyl 3-chloro-4-cyclohexylphenylglyoxylateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 129398511-(3-Chloro-4-cyclohexylphenyl)ethane-1,2-diol

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

To lithium aluminum hydride solution (3.9 M; 120 ml) diluted with anhydrous ether (750 ml) is added dropwise 150 g of ethyl 3-chloro-4-cyclohexylphenylglyoxylate with stirring, under nitrogen. The mixture is diluted with 250 ml of ether, and is stirred for 2 hours. The reaction mixture is acidified with 10% hydrochloric acid (450 ml) and extracted with ether/tetrahydrofuran. The aqueous fraction is washed three times with 50 ml portions of ether. The combined ether fractions are washed with water until neutral to litmus, and is dried over potassium carbonate. The ether is removed and the residue is triturated with n-hexane, filtered and air-dried to give 1-(3-chloro-4-cyclohexylphenyl)-1,2-ethanediol.

후처리

  1. stirringis stirred for 2 hours
  2. extractionextracted with ether/tetrahydrofuran
  3. washThe aqueous fraction is washed three times with 50 ml portions of ether
  4. washThe combined ether fractions are washed with water until neutral to litmus, and
  5. dry with materialis dried over potassium carbonate
  6. customThe ether is removed
  7. customthe residue is triturated with n-hexane
  8. filtrationfiltered
  9. customair-dried

출처 및 근거

ORD 기록
ord-00f2ced7316b40f9ac3506d8f80ed5ad
출처 데이터셋
uspto-grants-1979_10
특허 번호
US04171373

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