Water → Benzyl 3-hydroxy-2,2-dimethylpropanoate

HRID 729595

反応式

HRID 729595 の反応式
[OH-].[K+].O[C:4]([CH3:10])([CH2:8][OH:9])[C:5]([OH:7])=[O:6].[CH2:11](Br)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.O.[CH3:20]N(C=O)C>C(OCC)(=O)C>[CH2:11]([O:7][C:5](=[O:6])[C:4]([CH3:10])([CH3:20])[CH2:8][OH:9])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

参加物

7

反応物 5

HCID 962WaterHCID 6228DimethylformamideHCID 7498Benzyl BromideHCID 14797Potassium HydroxideHCID 5607812-Methylglyceric acid

生成物 1

HCID 18922595Benzyl 3-hydroxy-2,2-dimethylpropanoate

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒2 回

反応条件

温度
100 °C

実験手順

Add potassium hydroxide (486.7 mmol, 32.1 g) over a solution of 2,3-dihydroxy-2-methyl-propionic acid (423.2 mmol, 50 g) in 300 mL of DMF. Stir for 1 hour at 100° C. Then add benzyl bromide (584.04 mmol, 69.46 mL) and stir overnight. Cool down the mixture and dilute with ethyl acetate. Wash organic layer with water. Wash aqueous layer with ethyl acetate several times. Combine organic layers and dry over sodium sulfate, filter and concentrate under reduced pressure. 1H NMR (CDCl3, 300 MHz): δ ppm :7.36-7.32 (m, 5H), 5.1 (s, 2H), 3.5 (s, 2H), 1.21 (s, 6H).

後処理

  1. temperatureCool down the mixture
  2. dry with materialCombine organic layers and dry over sodium sulfate
  3. filtrationfilter
  4. concentrationconcentrate under reduced pressure

出典と根拠

ORDレコード
ord-dbc2e2a6b2624307b2c09ace19340ad6
出典データセット
uspto-grants-2009_09
特許番号
US07582638B2

関連ノート

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