Allyl bromide → HCID 22227278、化合物

HRID 1745865ノート

反応式

HRID 1745865 の反応式
[CH2:1]([O:8][C:9]1[CH:17]=[CH:16][C:12]([CH2:13][CH2:14][OH:15])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:18][C:19](C)([O-])[CH3:20].[K+].C(Br)C=C>CS(C)=O>[CH2:20]([O:15][CH2:14][CH2:13][C:12]1[CH:11]=[CH:10][C:9]([O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[CH:17][CH:16]=1)[CH:19]=[CH2:18]

参加物

5

反応物 3

HCID 7841Allyl bromideHCID 3017260p-(Benzyloxy)phenethyl alcoholHCID 23665647Potassium tert-butoxide

生成物 1

HCID 22227278HCID 22227278、化合物

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
50 °C

実験手順

A reaction flask was charged with 4-benzyloxy phenethyl alcohol of formula (6), (12 g, 0.052 mol), potassium tert-butoxide (8.842 g, 0.079 ml) and 50 ml and DMSO. The mixture was stirred under nitrogen at 50° C. for 30 minutes. A solution of allyl bromide (6.8 ml, 0.079 mol) was added drop wise to the reaction mixture with cooling about 20–25° C. The mixture was then stirred at 50° C. for 2 h. and cooled to room temperature. The reaction mixture was subsequently quenched with 150 ml of water. The desired product was extracted from neutralized aqueous mixture with toluene. The toluene extract was then washed with water and concentrated under vacuum to afford the title compound of formula (7), 13.9 g, (98%).

後処理

  1. temperaturewith cooling about 20–25° C
  2. stirringThe mixture was then stirred at 50° C. for 2 h.
  3. temperaturecooled to room temperature
  4. customThe reaction mixture was subsequently quenched with 150 ml of water
  5. extractionThe desired product was extracted from neutralized aqueous mixture with toluene
  6. extractionThe toluene extract
  7. washwas then washed with water
  8. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-e848b7d491d046428efb2c46b23ffb9a
出典データセット
uspto-grants-2006_03
特許番号
US07019172B2

反応ノート

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