Chloroacetic Acid → Glycine, N-(4-nitrophenyl)-

HRID 1373077ノート

反応式

HRID 1373077 の反応式
[N+:1]([C:4]1[CH:10]=[CH:9][C:7]([NH2:8])=[CH:6][CH:5]=1)([O-:3])=[O:2].Cl[CH2:12][C:13]([OH:15])=[O:14]>O>[N+:1]([C:4]1[CH:10]=[CH:9][C:7]([NH:8][CH2:12][C:13]([OH:15])=[O:14])=[CH:6][CH:5]=1)([O-:3])=[O:2]

参加物

4

反応物 2

HCID 300Chloroacetic AcidHCID 74754-Nitroaniline

生成物 1

HCID 12095Glycine, N-(4-nitrophenyl)-

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a suspension of 4-nitroaniline (13.8 g, 100 mmol) in water (300 mL) was added chloroacetic acid (18.9 g, 200 mmol). The reaction mixture was refluxed overnight and cooled to rt. The title compound was collected by filtration, washed with water and a mixture of hexane and ether (1:1) and dried in vacuo to yield 14.6 g (74%). 1H NMR (400 MHz, DMSO-d6) δ: 12.83 (s, 1H), 8.00 (d, 2H), 7.45 (t, 1H), 6.65 (d, 2H), 4.00 (d, 2H).

後処理

  1. temperatureThe reaction mixture was refluxed overnight
  2. filtrationThe title compound was collected by filtration
  3. washwashed with water
  4. additiona mixture of hexane and ether (1:1)
  5. customdried in vacuo
  6. customto yield 14.6 g (74%)

出典と根拠

ORDレコード
ord-7d550b77efa54bcfa87997cf355b8852
出典データセット
uspto-grants-2007_01
特許番号
US07160902B2

反応ノート

読み込み中…