1-Bromopentane → 3-Bromo-(1-hexenyl)benzene

HRID 36150ノート

反応式

HRID 36150 の反応式
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C([Li])CCC.[Br:31][C:32]1[CH:33]=[C:34]([CH:37]=[CH:38][CH:39]=1)[CH:35]=O>O1CCCC1.CCCCCC>[Br:31][C:32]1[CH:33]=[C:34]([CH:35]=[CH:2][CH2:3][CH2:4][CH2:5][CH3:6])[CH:37]=[CH:38][CH:39]=1

参加物

7

反応物 4

HCID 80571-BromopentaneHCID 11776TriphenylphosphineHCID 765833-BromobenzaldehydeHCID 178418339Butyllithium

生成物 1

HCID 539400723-Bromo-(1-hexenyl)benzene

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8058Hexane溶媒

実験手順

To 14.7 gm of the Wittig salt prepared from 1-bromopentane and triphenylphosphine in 80 ml of tetrahydrofuran at 0° C. is added 22.5 ml of n-butyl lithium (1.6M) in hexane. The mixture is stirred for 15 minutes, and 3.8 ml of 3-bromobenzaldehyde is added. This mixture is stirred for 30 minutes; and after concentrating and diluting with ether, the solids are filtered off. Further concentration of the filtrate and chromatography over silica gel eluting with 3:2 hexane:ether yields pure 3-bromo-(1-hexenyl)benzene as a clear oil.

後処理

  1. stirringThis mixture is stirred for 30 minutes
  2. concentrationand after concentrating
  3. additiondiluting with ether
  4. filtrationthe solids are filtered off
  5. concentrationFurther concentration of the filtrate and chromatography over silica gel eluting with 3:2 hexane

出典と根拠

ORDレコード
ord-907786de66e8486ebf44bf7e5b2f4f54
出典データセット
uspto-grants-1995_05
特許番号
US05412137

反応ノート

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