Sodium Cyanide → (R)-4-cyano-3-hydroxybutyric acid, n-butyl ester

HRID 1647335ノート

反応式

HRID 1647335 の反応式
Cl[CH2:2][C@@H:3]([OH:12])[CH2:4][C:5]([O:7][CH2:8][CH2:9][CH2:10][CH3:11])=[O:6].[C-:13]#[N:14].[Na+]>CS(C)=O>[C:13]([CH2:2][C@@H:3]([OH:12])[CH2:4][C:5]([O:7][CH2:8][CH2:9][CH2:10][CH3:11])=[O:6])#[N:14]

参加物

4

反応物 2

HCID 8929Sodium CyanideHCID 13705504n-butyl (S)-(-)-4-chloro-3-hydroxybutyrate

生成物 1

HCID 54237719(R)-4-cyano-3-hydroxybutyric acid, n-butyl ester収率 58%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
65 °C

実験手順

The resulting compound was cyanogenated in the same manner as in Example 1-(2). That is, 58.5 g (0.3 mol) of n-butyl (S)-(-)-4-chloro-3-hydroxybutyrate was dissolved in 180 ml of dimethyl sulfoxide, and 67.5 ml of an aqueous solution containing 16.7 g (0.34 mol) of sodium cyanide was added thereto, followed by stirring at 65° C. for 2 hours. The reaction mixture was worked up in the same manner as in Example 1-(2) to obtain n-butyl (R)-(-)-4-cyano-3-hydroxybutyrate in a percent yield of 58%.

後処理

  1. additionwas added

出典と根拠

ORDレコード
ord-1011ff872c5a4ca8b0dd82d6952cd375
出典データセット
uspto-grants-1995_07
特許番号
US05430171

反応ノート

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