Hydrochloric Acid → beta-(Hydroxymethyl)-beta-phenylpropionitrile

HRID 566266

反応式

HRID 566266 の反応式
[C:1]([CH:5]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH2:6][C:7]#[N:8])(OC)=[O:2].[BH4-].[Na+].Cl>C(COC)OC.CCOCC>[OH:2][CH2:1][CH:5]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH2:6][C:7]#[N:8]

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 18464584Methyl 3-cyano-2-phenylpropanoate

生成物 1

HCID 11457849beta-(Hydroxymethyl)-beta-phenylpropionitrile

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 80711,2-Dimethoxyethane溶媒

実験手順

β-(Carbomethoxy)-β-phenylpropionitrile (144 g, 0.76 mol) is dissolved in dimethoxyethane (1500 mL) and NaBH4 (63.5 g, 1.67 mol) is cautiously added. The reaction mixture is stirred for 30 minutes and then heated at reflux for 2 hours. After this time the resulting solution is allowed to cool to ambient temperature and is poured onto ice. The mixture is then treated with 2N HCl (1500 mL) and is subsequently diluted with Et2O (1500 mL). The organic phase is washed with H2O (1×1000 mL), saturated NaCl solution (2×1000 mL), dried over MgSO4 and concentrated in vacuo to yield β-(hydroxymethyl)-β-phenylpropionitrile.

後処理

  1. temperatureheated
  2. temperatureat reflux for 2 hours
  3. additionis poured onto ice
  4. washThe organic phase is washed with H2O (1×1000 mL), saturated NaCl solution (2×1000 mL)
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-db6e91c6d37f4749aceaab85d0d4d9f5
出典データセット
uspto-grants-2001_01
特許番号
US06174888B1

関連ノート

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