4-Cyclohexylbenzoic acid → (4-Cyclohexylphenyl)methanol

HRID 636153

반응식

HRID 636153 반응식
[CH:1]1([C:7]2[CH:15]=[CH:14][C:10]([C:11](O)=[O:12])=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[H-].C([Al+]CC(C)C)C(C)C>C1(C)C=CC=CC=1>[CH:1]1([C:7]2[CH:8]=[CH:9][C:10]([CH2:11][OH:12])=[CH:14][CH:15]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

참가 물질

4

반응물 2

HCID 883374-Cyclohexylbenzoic acidHCID 21225700Diisobutylaluminumhydride

생성물 1

HCID 22492024(4-Cyclohexylphenyl)methanol

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
60 °C

실험 절차

To a solution of 4-cyclohexylbenzoic acid (Aldrich; 1 molar eq.) in toluene was added diiso-butylaluminum hydride (Aldrich; 1 M in toluene; 4 molar eq.) over a 2 hour period. After addition was complete, the reaction was heated to 60° C. for 1 hour. The reaction was cooled to 5° C. and quenched with saturated aqueous ammonium chloride. The layers were separated and the aqueous layer extracted with ethyl acetate. The combined organics were filtered to remove salts and concentrated.

후처리

  1. additionAfter addition
  2. temperatureThe reaction was cooled to 5° C.
  3. customquenched with saturated aqueous ammonium chloride
  4. customThe layers were separated
  5. extractionthe aqueous layer extracted with ethyl acetate
  6. filtrationThe combined organics were filtered
  7. customto remove salts
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-872ff1cb73e24d86a52403fbc8262162
출처 데이터셋
uspto-grants-2001_02
특허 번호
US06191166B1

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