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

HRID 1252565

반응식

HRID 1252565 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 221505((3-Chloropropoxy)methyl)benzene수율 97.9%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b483449bc0fd4f7599dd80dfb18cf900
출처 데이터셋
uspto-grants-1988_05
특허 번호
US04743691

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