2,2,5,5,-Tetramethylcyclopentanone → 2,2,5,5-Tetramethylcyclopentan-1-ol

HRID 231718

반응식

HRID 231718 반응식
[CH3:1][C:2]1([CH3:10])[CH2:6][CH2:5][C:4]([CH3:8])([CH3:7])[C:3]1=[O:9].[BH4-].[Na+]>CO.O>[CH3:1][C:2]1([CH3:10])[CH2:6][CH2:5][C:4]([CH3:8])([CH3:7])[CH:3]1[OH:9]

참가 물질

5

반응물 2

HCID 1382872,2,5,5,-TetramethylcyclopentanoneHCID 4311764Sodium borohydride

생성물 1

HCID 5516962,2,5,5-Tetramethylcyclopentan-1-ol수율 77.7%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

반응 조건

온도
70 °C

실험 절차

54.9 g of 2,2,5,5-tetramethylcyclopentanone was dissolved in a solvent mixture of 95 ml of methanol and 95 ml of water, and 24.0 g of sodium borohydride was added thereto. The mixture was stirred at 70° C. for 15 hours. The reaction solution was concentrated under reduced pressure, and 100 ml of water was added thereto. The mixture was twice extracted with 100 ml of chloroform, and the organic layers were combined and washed with 100 ml of an aqueous saturated sodium chloride solution. Then, the solution was concentrated under reduced pressure. The liquid residue was distilled under reduced pressure, whereby 43.25 g of 2,2,5,5-tetramethylcyclopentanol was obtained as a colorless oily substance (b.p. 40° C./3 mmHg).

후처리

  1. additionwas added
  2. concentrationThe reaction solution was concentrated under reduced pressure, and 100 ml of water
  3. additionwas added
  4. extractionThe mixture was twice extracted with 100 ml of chloroform
  5. washwashed with 100 ml of an aqueous saturated sodium chloride solution
  6. concentrationThen, the solution was concentrated under reduced pressure
  7. distillationThe liquid residue was distilled under reduced pressure

출처 및 근거

ORD 기록
ord-9196c2b6eb7c4d30a90d26c0036eb080
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04847390

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