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Triphenylphosphine → 2-Methylhexanoylmethylenetriphenylphosphorane

HRID 372048
ノート
印刷プレビュー

反応式

HRID 372048 の反応式
Cl[CH2:2][C:3](=[O:10])[CH:4]([CH3:9])[CH2:5][CH2:6][CH2:7][CH3:8].[C:11]1([P:17]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C(Cl)(Cl)Cl>[CH3:9][CH:4]([CH2:5][CH2:6][CH2:7][CH3:8])[C:3]([CH:2]=[P:17]([C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)=[O:10]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 11776TriphenylphosphineHCID 205428901-Chloro-3-methylheptan-2-one

生成物 1

HCID 205428842-Methylhexanoylmethylenetriphenylphosphorane収率 29.9%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

A solution of 1-chloro-3-methylheptan-2-one (49.4 g.) and triphenylphosphine (79.5 g.) in chloroform (250 ml.) was saturated with nitrogen and refluxed under nitrogen overnight. The chloroform was removed in vacuo and the residue (crude 3-methyl-2-oxoheptyltriphenylphosphonium chloride) was added portionwise to a solution of sodium carbonate (109 g.) in water (1500 ml.) and the mixture was stirred vigorously for 24 hours. The solution was extracted with diethyl ether, and the ethereal extracts were dried over magnesium sulphate. The solvent was removed by evaporation and the residue was cooled and triturated with petroleum ether (b.p. 60°-80° C.) to give 2-methylhexanoylmethylenetriphenylphosphorane (35.2 g.), m.p. 107°-109° C.

後処理

  1. temperaturerefluxed under nitrogen overnight
  2. customThe chloroform was removed in vacuo
  3. additionthe residue (crude 3-methyl-2-oxoheptyltriphenylphosphonium chloride) was added portionwise to a solution of sodium carbonate (109 g.) in water (1500 ml.)
  4. extractionThe solution was extracted with diethyl ether
  5. dry with materialthe ethereal extracts were dried over magnesium sulphate
  6. customThe solvent was removed by evaporation
  7. temperaturethe residue was cooled
  8. customtriturated with petroleum ether (b.p. 60°-80° C.)

出典と根拠

ORDレコード
ord-6a41da860a8e444499f7d8b3e68d3822
出典データセット
uspto-grants-1978_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04088695

反応ノート

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