2,3-Dimethyl-4-methoxyphenylacetonitrile → Ammonia

HRID 494428노트

반응식

HRID 494428 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]#[N:11])=[C:5]([CH3:12])[C:4]=1[CH3:13].[H][H]>N.[Ni]>[NH3:11].[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][NH2:11])=[C:5]([CH3:12])[C:4]=1[CH3:13]

참가 물질

6

반응물 2

HCID 5948942,3-Dimethyl-4-methoxyphenylacetonitrileHCID 178418361HCID 178418361, 화합물

생성물 2

HCID 222AmmoniaHCID 106789204-Methoxy-2,3-dimethylbenzeneethanamine

시약·촉매·용매 2

HCID 935Nickel촉매HCID 222Ammonia용매

실험 절차

A mixture of (4-methoxy-2,3-dimethyl-phenyl)-acetonitrile (200 mg, 1.14 mmol) and Raney® nickel (50 mg) in 2M methanolic ammonia (10 mL) was stirred under 60 psi of hydrogen gas at room temperature for 18 hours. Tlc analysis showed that not all of the starting material had been consumed and so further Raney® nickel (50 mg) in 2M methanolic ammonia (10 mL) was added. The reaction mixture was stirred under 60 psi of hydrogen gas for an additional 18 hours at room temperature and was then filtered through Arbocel®. The filtrate was concentrated in vacuo and the residue was purified by column chromatography on silica gel, eluting with dichloromethane:methanol:0.88 ammonia, 100:0:0 to 90:10:1 to afford the title product as a pale brown solid, 233 mg.

후처리

  1. customhad been consumed
  2. additionso further Raney® nickel (50 mg) in 2M methanolic ammonia (10 mL) was added
  3. filtrationwas then filtered through Arbocel®
  4. concentrationThe filtrate was concentrated in vacuo
  5. customthe residue was purified by column chromatography on silica gel
  6. washeluting with dichloromethane

출처 및 근거

ORD 기록
ord-4e63d178ff044cfaab30c4d5f30aaa6f
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07538141B2

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