N-Methylaniline → 2-(N-Methylanilino)ethanol

HRID 1053555

反応式

HRID 1053555 の反応式
[CH3:1][NH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.I[CH2:10][CH2:11][OH:12].C(N(C(C)C)CC)(C)C>C(#N)C>[CH3:1][N:2]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1)[CH2:10][CH2:11][OH:12]

参加物

5

反応物 3

HCID 7515N-MethylanilineHCID 12225IodoethanolHCID 81531Diisopropylethylamine

生成物 1

HCID 623402-(N-Methylanilino)ethanol収率 64.5%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

N-methylaniline (5 mls, 0.05 mol) was reacted with 2-Iodoethanol (3.599 mls, 0.05 mol) and diisopropylethylamine (8.039 mls, 0.05 mol) in ACN at 70° C. for 16 hours. The solvent was evaporated and the residue was purified by silica gel column chromatography with hexane/EtOAc to provide the compound as a yellow orange oil, 2a (4.48 g, 0.03 mol, 64.5% yield). 1H NMR (400 MHz, Chloroform-d) δ 7.27-7.15 (m, 2H), 6.81-6.67 (m, 3H), 3.74 (t, J=5.8 Hz, 2H), 3.42 (t, J=5.8 Hz, 2H), 2.92 (s, 3H).

後処理

  1. customThe solvent was evaporated
  2. customthe residue was purified by silica gel column chromatography with hexane/EtOAc

出典と根拠

ORDレコード
ord-8e1eea2535334931a39c0c65d9e381a5
出典データセット
uspto-grants-2016_07
特許番号
US09394233B2

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