Diphenylphosphinic chloride → Diphenyl-phosphinic acid 4-cyclohexyl-benzyl ester

HRID 237882

反応式

HRID 237882 の反応式
[CH:1]1([C:7]2[CH:14]=[CH:13][C:10]([CH2:11][OH:12])=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:15]1([P:21](Cl)([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[O:22])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>ClCCl.C(N(CC)CC)C.CN(C1C=CC=CN=1)C>[CH:1]1([C:7]2[CH:8]=[CH:9][C:10]([CH2:11][O:12][P:21]([C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=3)([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[O:22])=[CH:13][CH:14]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

参加物

6

反応物 2

HCID 73910Diphenylphosphinic chlorideHCID 22492024(4-Cyclohexylphenyl)methanol

生成物 1

HCID 68529340Diphenyl-phosphinic acid 4-cyclohexyl-benzyl ester収率 93.5%

試薬・触媒・溶媒 3

HCID 218852-Dimethylaminopyridine触媒HCID 6344Dichloromethane溶媒HCID 8471Triethylamine溶媒

実験手順

To a stirred solution of 4-cyclohexylbenzyl alcohol (1 g, 5.26 mmol) in 45 ml of dry dichloromethane, 5 ml of triethylamine and 41 mg of dimethylaminopyridine was added 1.05 ml (1.25 g) of diphenylphosphinic chloride. The mixture was stirred at room temperature for 3 h after which it was concentrated to approximately 10 ml. The mixture was diluted with dichloromethane, washed with cold 10% sodium bicarbonate, water, dried (sodium sulfate), filtered and concentrated to approximately 10 ml. The resulting solution was chromatographed on silica gel, eluting with ethyl acetate/heptane to provide 1.92 g of the title compound.

後処理

  1. concentrationwas concentrated to approximately 10 ml
  2. additionThe mixture was diluted with dichloromethane
  3. washwashed with cold 10% sodium bicarbonate, water
  4. dry with materialdried (sodium sulfate)
  5. filtrationfiltered
  6. concentrationconcentrated to approximately 10 ml
  7. customThe resulting solution was chromatographed on silica gel
  8. washeluting with ethyl acetate/heptane

出典と根拠

ORDレコード
ord-c08e86facca243f7a8cb64051ba5db22
出典データセット
uspto-grants-2014_02
特許番号
US08642603B2

関連ノート

読み込み中…