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

HRID 6728ノート

反応式

HRID 6728 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

HCID 106789204-Methoxy-2,3-dimethylbenzeneethanamine収率 63.5%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-daef2d8ef2434000bcefaa426439a026
出典データセット
uspto-grants-2006_08
特許番号
US07084154B2

反応ノート

読み込み中…