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

HRID 566266노트

반응식

HRID 566266 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

HCID 11457849beta-(Hydroxymethyl)-beta-phenylpropionitrile

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 80711,2-Dimethoxyethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-db6e91c6d37f4749aceaab85d0d4d9f5
출처 데이터셋
uspto-grants-2001_01
특허 번호
US06174888B1

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