反応 #1342

反応方程式

5-Bromo-5-chloro-4-hydroxy-2-methyl-6,6,6-trifluorohex-2-ene

trimethyl orthoacetate

→

methyl 6-bromo-6-chloro-3,3-dimethyl-7,7,7-trifluorohept-4-enoate

収率 65.0%

反応条件

後処理

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

実験手順

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).

出典