原乙酸三甲酯 → Methyl 6-bromo-6-chloro-3,3-dimethyl-7,7,7-trifluorohept-4-enoate

HRID 3015

反应方程式

HRID 3015 反应方程式
[Br:1][C:2]([Cl:13])([C:9]([F:12])([F:11])[F:10])[CH:3](O)[CH:4]=[C:5]([CH3:7])[CH3:6].[C:14](OC)([O:18][CH3:19])([O:16]C)[CH3:15]>O.[O-2].[O-2].[O-2].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.[Al+3].[Al+3]>[Br:1][C:2]([Cl:13])([C:9]([F:10])([F:11])[F:12])[CH:3]=[CH:4][C:5]([CH3:7])([CH3:6])[CH2:15][C:14]([O:18][CH3:19])=[O:16]

参与物

4

反应物 2

HCID 15050原乙酸三甲酯HCID 152193461,1,1-Trifluoro-2-bromo-2-chloro-5-methyl-4-hexen-3-ol

产物 1

HCID 54451067Methyl 6-bromo-6-chloro-3,3-dimethyl-7,7,7-trifluorohept-4-enoate收率 65%

试剂、催化剂与溶剂 1

HCID 71586775蒙脱石催化剂

反应条件

温度
111 °C

实验过程

5-Bromo-5-chloro-4-hydroxy-2-methyl-6,6,6-trifluorohex-2-ene (10.0 g), trimethyl orthoacetate (16.0 g) and Montmorillonite KSF (0.5 g) were charged to a round-bottomed flask fitted with: nitrogen inlet/bubbler, thermometer and still-head. The mixture was heated with agitation, and the methanol-trimethyl orthoacetate distillates were collected until the reactor temperature increased to 111° C. (ca. 1 hr). The reaction was then heated to 135° C. and held for a further 1 hour. The methanol/trimethyl orthoacetate distillates were recharged and the distillation procedure repeated twice. Once the reaction was complete, the Montmorillonite was removed by filtration. The residual trimethyl orthoacetate was then removed by distillation under vacuum (ca. 50° C. @ 100 mmHg) to give the product, methyl 6-bromo-6-chloro-3,3-dimethyl-7,7,7-trifluorohept-4-enoate as a brown oil (7.8 g, 59% yield).

后处理

  1. customfitted with: nitrogen inlet/bubbler
  2. temperatureThe mixture was heated with agitation
  3. distillationthe methanol-trimethyl orthoacetate distillates were collected until the reactor temperature
  4. temperatureThe reaction was then heated to 135° C.
  5. distillationthe distillation procedure
  6. customthe Montmorillonite was removed by filtration
  7. customThe residual trimethyl orthoacetate was then removed by distillation under vacuum (ca. 50° C. @ 100 mmHg)

来源与证据

ORD记录
ord-974d91301ba44ad1ab30f6b6ace60cf9
来源数据集
uspto-grants-1998_03
专利号
US05731475

关联笔记

加载中…