反応 #89749

反応方程式

2-benzyl 3-methyl(2S,3S,5S)-1-benzyl-5-hydroxypiperidine-2,3-dicarboxylate

Diazomethane

Diazald

→

methyl ether

収率 3.2%

2-benzyl 3-methyl(2S,3S,5S)-1-benzyl-5-methoxypiperidine-2,3-dicarboxylate

収率 3.2%

溶媒

ether

ether

反応条件

後処理

1. 1
   workup.DISTILLATIONAfter distillation
2. 2
   workup.ADDITIONThe mixture was diluted with methylene chloride
3. 3
   ろ過filtered
4. 4
   その他to remove silica gel
5. 5
   ろ過The filtration
6. 6
   濃縮was concentrated
7. 7
   その他to dry
8. 8
   洗浄eluting with 0 to 40% EtOAc in Hexane

実験手順

Diazomethane was generated (from 5 g of Diazald) and distilled together with ether into a mixture of 2-benzyl 3-methyl(2S,3S,5S)-1-benzyl-5-hydroxypiperidine-2,3-dicarboxylate (0.60 g, 0.0016 mol) and around 1 g of silica gel in 10 mL of ether. After distillation, the mixture was stirred at rt overnight. The mixture was diluted with methylene chloride, filtered to remove silica gel. The filtration was concentrated to dry and the resulting residue was applied on column, eluting with 0 to 40% EtOAc in Hexane, to yield the methyl ether compound (20 mg, 3.2%). MS (ESI): (M+H)+=398.1.

出典