Thionyl Chloride → N-benzyl-2-chloro-N-methylethanamine

HRID 582626

反応式

HRID 582626 の反応式
S(Cl)([Cl:3])=O.[CH2:5]([N:12]([CH2:14][CH2:15]O)[CH3:13])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>C1C=CC=CC=1.C(OCC)(=O)C>[CH2:5]([N:12]([CH2:14][CH2:15][Cl:3])[CH3:13])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

参加物

5

反応物 2

HCID 24386Thionyl ChlorideHCID 66876N-Benzyl-N-methylethanolamine

生成物 1

HCID 31968N-benzyl-2-chloro-N-methylethanamine

試薬・触媒・溶媒 2

HCID 241Benzene溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
0 °C

実験手順

Thionyl chloride (2 ml) was added dropwise to a stirred, ice cooled solution of 2-[N-benzyl-N-methylamino]ethanol (4 g) obtained in preparation 8, in dry benzene (10 ml). The resulting mixture was stirred at 0° C. for 2 h and then diluted with ethyl acetate (40 ml), washed with saturated aqueous sodium bicarbonate solution (2×25 ml), water (50 ml), brine (50 ml) and dried. The ethyl acetate layer was evaporated and the residue was chromatographed on silica gel with 20% ethyl acetate in petroleum ether as eluent to give 2.6 g of the title compound.

後処理

  1. washwashed with saturated aqueous sodium bicarbonate solution (2×25 ml), water (50 ml), brine (50 ml)
  2. customdried
  3. customThe ethyl acetate layer was evaporated
  4. customthe residue was chromatographed on silica gel with 20% ethyl acetate in petroleum ether as eluent

出典と根拠

ORDレコード
ord-a1cbe317324b4b64b6db3f93ff4ac1d5
出典データセット
uspto-grants-1999_07
特許番号
US05925656

関連ノート

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