2,3-Dimethyl-4-methoxyphenylacetonitrile → 4-Methoxy-2,3-dimethylbenzeneethanamine

HRID 6728노트

반응식

HRID 6728 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-].[Al+3].[Li+].[H-].[H-].[H-]>C(OCC)C>[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

4

반응물 2

HCID 5948942,3-Dimethyl-4-methoxyphenylacetonitrileHCID 21226445Aluminium lithium hydride

생성물 1

HCID 106789204-Methoxy-2,3-dimethylbenzeneethanamine수율 63.5%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

A solution of (4-methoxy-2,3-dimethylphenyl)acetonitrile (0.20 g) in 15 mL diethyl ether was cooled to 0° C. Lithium aluminum hydride (0.20 g) was added in portions to the stirring nitrile solution. The resulting slurry was allowed to warm to rt and stirred for 20 h. The mixture was cooled to 0° C. and carefully quenched by the sequential addition of 0.2 mL of water, followed by 0.2 mL of 3 N sodium hydroxide and 0.6 mL of water. The mixture was stirred for 15 min and filtered to remove the aluminum salts. The filtrate was collected and the volatile material was removed by a rotary evaporator to give 130 mg of 2-(4-methoxy-2,3-dimethylphenyl)ethylamine.

후처리

  1. temperatureThe mixture was cooled to 0° C.
  2. customcarefully quenched by the sequential addition of 0.2 mL of water
  3. stirringThe mixture was stirred for 15 min
  4. filtrationfiltered
  5. customto remove the aluminum salts
  6. customThe filtrate was collected
  7. customthe volatile material was removed by a rotary evaporator

출처 및 근거

ORD 기록
ord-daef2d8ef2434000bcefaa426439a026
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07084154B2

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