Benzyl Bromide → ((3-Chloropropoxy)methyl)benzene

HRID 1252565ノート

反応式

HRID 1252565 の反応式
[Cl:1][CH2:2][CH2:3][CH2:4][OH:5].[CH2:6](Br)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.CC(C)([O-])C.[K+]>C1COCC1>[Cl:1][CH2:2][CH2:3][CH2:4][O:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

参加物

5

反応物 3

HCID 7498Benzyl BromideHCID 123133-Chloro-1-propanolHCID 23665647Potassium tert-butoxide

生成物 1

HCID 221505((3-Chloropropoxy)methyl)benzene収率 97.9%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

In a 2 l flask, a mixture of 3-chloropropanol (56.7 g), benzyl bromide (102.6 g) and dry THF (600 ml) is stirred and cooled with ice/salt mixture. Potassium tert-butoxide (70 g) is added in portions (5-10 g), maintaining the internal temperature at about 0° C. After the mixture is stirred for 3 more hours at room temperature, the solvent is evaporated. Addition of 1N HCl (1 l), extraction with ether (1 l), and evaporation of solvent gives crude material (113.6 g), which is distilled under vacuum to give 1-chloro-3-benzyloxypropane (108.4 g) b.p.0.01 60°-80° C.

後処理

  1. temperaturecooled with ice/salt mixture
  2. stirringAfter the mixture is stirred for 3 more hours at room temperature
  3. customthe solvent is evaporated
  4. additionAddition of 1N HCl (1 l), extraction
  5. customwith ether (1 l), and evaporation of solvent
  6. customgives crude material (113.6 g), which
  7. distillationis distilled under vacuum

出典と根拠

ORDレコード
ord-b483449bc0fd4f7599dd80dfb18cf900
出典データセット
uspto-grants-1988_05
特許番号
US04743691

反応ノート

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