Sodium borohydride → 4-(2-Phenyl-chroman-6-yloxy)-cyclohexanol

HRID 59779노트

반응식

HRID 59779 반응식
[C:1]1([CH:7]2[CH2:16][CH2:15][C:14]3[C:9](=[CH:10][CH:11]=[C:12]([O:17][CH:18]4[CH2:23][CH2:22][C:21](=[O:24])[CH2:20][CH2:19]4)[CH:13]=3)[O:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[BH4-].[Na+]>C(O)C>[C:1]1([CH:7]2[CH2:16][CH2:15][C:14]3[C:9](=[CH:10][CH:11]=[C:12]([O:17][CH:18]4[CH2:23][CH2:22][CH:21]([OH:24])[CH2:20][CH2:19]4)[CH:13]=3)[O:8]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 903901554-(2-Phenyl-chroman-6-yloxy)-cyclohexanone

생성물 1

HCID 903899804-(2-Phenyl-chroman-6-yloxy)-cyclohexanol수율 96.3%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

500 mg of 4-(2-phenyl-chroman-6-yloxy)-cyclohexanone (1.6 mmol) were dissolved at 0° C. in 2.5 ml of ethanol. 30 mg of sodium borohydride (0.78 mmol) were added in portions, and stirring at room temperature was continued for 2 h. The solvent was removed under reduced pressure and the residue separated between saturated aqueous sodium hydrogencarbonate solution and dichloromethane. The aqueous layer was extracted with dichloromethane. The combined organic layers were dried with sodium sulfate and filtered, and volatile components removed under reduced pressure. 500 mg of the title compound were obtained as a pale yellow solid.

후처리

  1. customThe solvent was removed under reduced pressure
  2. customthe residue separated between saturated aqueous sodium hydrogencarbonate solution and dichloromethane
  3. extractionThe aqueous layer was extracted with dichloromethane
  4. dry with materialThe combined organic layers were dried with sodium sulfate
  5. filtrationfiltered
  6. customvolatile components removed under reduced pressure

출처 및 근거

ORD 기록
ord-bad77bf8f38c4ed28ed07e45a81f81f7
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09440941B2

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