(1-Phenylcyclopentyl)methanol → 1-Phenylcyclohexanemethanol

HRID 1729068

반응식

HRID 1729068 반응식
C[O:2][C:3]([C:5]1([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1)=O.[H-].[H-].[H-].[H-].[Li+].[Al+3].C1(C2(CO)CCCC2)C=CC=CC=1>>[C:11]1([C:5]2([CH2:3][OH:2])[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

참가 물질

4

반응물 3

HCID 123544(1-Phenylcyclopentyl)methanolHCID 15105202Methyl 1-phenylcyclohexane-1-carboxylateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 1985171-Phenylcyclohexanemethanol

실험 절차

This compound was prepared (1.02 g, 5.43 mmol, 62%) from the product of Step B (1.91 g, 8.76 mmol) using LiAlH4 (0.75 g, 37.95 mmol) according to the procedure for synthesizing 1-phenylcyclopentanemethanol set forth in Step B, Example 1, with the exception that this compound precipitated out of solution following the steps of: (a) destroying the excess hydride; (b) separating the aluminum salts by filtration; and (c) washing with water (3×4 mL in this Example). Filtration of the precipitate gave 1-phenylcyclohexanemethanol as a white solid, mp 63°-64° C. (compared with reported value, J. Org. Chem. 27:3434 (1962), of 63°-64° C.).

후처리

  1. customprecipitated out of solution
  2. customdestroying the excess hydride
  3. custom(b) separating the aluminum salts
  4. filtrationby filtration
  5. washand (c) washing with water (3×4 mL in this Example)
  6. filtrationFiltration of the precipitate

출처 및 근거

ORD 기록
ord-0fd12617cab34d8cae6425175de8170b
출처 데이터셋
uspto-grants-1994_07
특허 번호
US05331010

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