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

HRID 59779ノート

反応式

HRID 59779 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-bad77bf8f38c4ed28ed07e45a81f81f7
出典データセット
uspto-grants-2016_09
特許番号
US09440941B2

反応ノート

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