反応 #6533

反応方程式

N-BOC-2-amino-2-methyl-1-propanol

Dess-Martin periodinane

sodium hydroxide

→

N-BOC-2-amino-2-methyl-1-propanal

収率 87.9%

溶媒

diethyl ether

methylene chloride

methylene chloride

反応条件

後処理

1. 1
   workup.STIRRINGstirred for ten minutes
2. 2
   その他The aqueous sodium hydroxide layer was separated
3. 3
   洗浄The remaining organic solution was washed successively with sodium hydroxide (148 ml, 1.3M) and H2O (185 ml)
4. 4
   乾燥After drying over magnesium sulfate
5. 5
   その他the solvent was removed in vacuo

実験手順

The resulting N-BOC-2-amino-2-methyl-1-propanol (3.69 g, 19.5 mmol) was dissolved in methylene chloride (74 ml) and added to a stirred suspension of Dess-Martin periodinane (10.75 g, 25.35 mmol; Aldrich Chemical Company, Milwaukee, Wis.) in methylene chloride (89 ml). After stirring for 20 minutes under nitrogen, the reaction mixture was diluted with diethyl ether (370 ml), poured into sodium hydroxide (148 ml, 1.3M) and stirred for ten minutes. The aqueous sodium hydroxide layer was separated and discarded. The remaining organic solution was washed successively with sodium hydroxide (148 ml, 1.3M) and H2O (185 ml). After drying over magnesium sulfate, the solvent was removed in vacuo to yield 3.21 grams of N-BOC-2-amino-2-methyl-1-propanal.

出典