O-Toluidine → N-Benzyl-o-toluidine

HRID 323134

反応式

HRID 323134 の反応式
[CH3:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].C(N(CC)CC)C.[CH2:16](Br)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>CN(C)C=O.C(OCC)(=O)C>[CH2:16]([NH:4][C:3]1[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=1[CH3:1])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

参加物

6

反応物 3

HCID 7242O-ToluidineHCID 7498Benzyl BromideHCID 8471Triethylamine

生成物 1

HCID 79402N-Benzyl-o-toluidine収率 43.2%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 2-methylaniline (1.0 g) and triethylamine (0.95 g) in N,N-dimethylformamide (15 ml) was added benzyl bromide (1.9 g) at ambient temperature and the mixture was stirred at ambient temperature overnight. The reaction mixture was diluted with ethyl acetate and it was washed with water and brine. Drying, filtering and the removal of solvents afforded a crude product. The crude product was chromatographed on silica gel (n-hexane:ethyl acetate=10:1) to give N-benzyl-2-methylaniline (795 mg) as a slightly yellow oil.

後処理

  1. washwas washed with water and brine
  2. customDrying
  3. filtrationfiltering
  4. customthe removal of solvents
  5. customafforded a crude product
  6. customThe crude product was chromatographed on silica gel (n-hexane:ethyl acetate=10:1)

出典と根拠

ORDレコード
ord-05f846309ebb430c9ce70a7852c1dbbf
出典データセット
uspto-grants-2001_04
特許番号
US06211242B1

関連ノート

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