反応 #43295

反応方程式

5-chloro-2,3-dihydroxy-benzoic acid methyl ester

1,3-dibromopropane

K2CO3

→

methyl 8-chloro-3,4-dihydro-2H-1,5-benzodioxepin-6-carboxylate

収率 94.8%

溶媒

2-propanone

反応条件

後処理

1. 1
   温度refluxed for 20 hours
2. 2
   ろ過filtered hot
3. 3
   その他the filtrate was evaporated
4. 4
   その他The residue was purified by column chromatography over silica gel (eluent: DCM)
5. 5
   その他The desired fractions were collected
6. 6
   その他the solvent was evaporated
7. 7
   workup.ADDITIONToluene was added
8. 8
   その他azeotroped on the rotary evaporator

実験手順

A mixture of 5-chloro-2,3-dihydroxy-benzoic acid methyl ester (0.3 mol), 1,3-dibromopropane (0.42 mol) and K2CO3 (0.66 mol) in 2-propanone (500 ml) was stirred and refluxed for 20 hours, then filtered hot and the filtrate was evaporated. The residue was purified by column chromatography over silica gel (eluent: DCM). The desired fractions were collected and the solvent was evaporated. Toluene was added and azeotroped on the rotary evaporator, yielding 69 g of methyl 8-chloro-3,4-dihydro-2H-1,5-benzodioxepin-6-carboxylate (intermediate 5).

出典