Pyridine → Cyclohexanone, 4-[(acetyloxy)methyl]-4-(4-fluorophenyl)-

HRID 1576218노트

반응식

HRID 1576218 반응식
[OH:1][CH2:2][C:3]1([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)[CH2:8][CH2:7][C:6](=[O:9])[CH2:5][CH2:4]1.N1C=CC=CC=1.[C:23](OC(=O)C)(=[O:25])[CH3:24]>O>[C:23]([O:1][CH2:2][C:3]1([C:10]2[CH:11]=[CH:12][C:13]([F:16])=[CH:14][CH:15]=2)[CH2:4][CH2:5][C:6](=[O:9])[CH2:7][CH2:8]1)(=[O:25])[CH3:24]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 215147454-(4-Fluorophenyl)-4-(hydroxymethyl)cyclohexan-1-one

생성물 1

HCID 12230250Cyclohexanone, 4-[(acetyloxy)methyl]-4-(4-fluorophenyl)-수율 57%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

The 4-hydroxymethyl-4-(4-fluorophenyl)cyclohexanone is dissolved in 50 ml. of pyridine and 30 ml. of acetic anhydride. After about 20 hours of standing at room temperature, the mixture is pured into ice and water. The gum that precipitates is extracted with ether. The organic layer is washed sucessively with water, 2.5 N hydrochloric acid, water, sodium bicarbonate solution and brine, and evaporated to dryness. The solid residue is recrystallized from ether to give 9.77 g. (57% yield) of 4-acetoxymethyl-4-(4-fluorophenyl)cyclohexanone, having a melting point of 80° to 84°C.

후처리

  1. customThe gum that precipitates
  2. extractionis extracted with ether
  3. washThe organic layer is washed sucessively with water, 2.5 N hydrochloric acid, water, sodium bicarbonate solution and brine
  4. customevaporated to dryness
  5. customThe solid residue is recrystallized from ether
  6. customto give 9.77 g

출처 및 근거

ORD 기록
ord-78a3f4c3d35b4119bed58d6d724be460
출처 데이터셋
uspto-grants-1976_09
특허 번호
US03979444

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