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

HRID 1576218ノート

反応式

HRID 1576218 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-78a3f4c3d35b4119bed58d6d724be460
出典データセット
uspto-grants-1976_09
特許番号
US03979444

反応ノート

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