Methanol → 2-(4-Aminophenoxy)ethanol

HRID 28608

反応式

HRID 28608 の反応式
[N+:1]([C:4]1[CH:13]=[CH:12][C:7]([O:8][CH2:9][CH2:10][OH:11])=[CH:6][CH:5]=1)([O-])=O.CO.[H][H]>[Pd].C(OCC)(=O)C>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([O:8][CH2:9][CH2:10][OH:11])=[CH:12][CH:13]=1

参加物

6

反応物 3

HCID 887MethanolHCID 853812-(4-Nitrophenoxy)ethanolHCID 178418361HCID 178418361、化合物

生成物 1

HCID 808922-(4-Aminophenoxy)ethanol収率 99%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of 2-(4-nitro-phenoxy)-ethanol (1.0 g, 5.5 mmol), 10% palladium on carbon (110 mg), methanol (40 ml), and ethyl acetate (20 ml) was treated with hydrogen gas (50 psi) on a Parr shaker for 1 hour. The mixture was filtered through a pad of celite under suction and the filtrate was concentrated under reduced pressure to give 2-(4-amino-phenoxy)-ethanol (820 mg, 99% yield). 1H NMR (DMSO-d6) δ 3.61-3.64 (m, 2H, CH2), 3.80 (t, 2H, J=5.0 Hz CH2), 4.57 (br s, 2H, NH2), 4.74 (t, 1H, J=5.6 Hz, OH), 6.47 (d, 2H, J=8.7 Hz, Ar), 6.62 (d, 2H, J=8.8 Hz, Ar).

後処理

  1. filtrationThe mixture was filtered through a pad of celite under suction
  2. concentrationthe filtrate was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-c14b0b37e418444eaf2c2344f16da694
出典データセット
uspto-grants-2008_09
特許番号
US07419984B2

関連ノート

読み込み中…