Aniline → HCID 131716909、化合物

HRID 1493641ノート

反応式

HRID 1493641 の反応式
NC1C=CC=CC=1.[CH3:8][O:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][O:17][C:18]2[CH:19]=[C:20]([NH2:24])[CH:21]=[CH:22][CH:23]=2)=[CH:12][CH:11]=1.C(=O)(O)[O-].[Na+].Cl[CH2:31][C:32]([O:34][CH3:35])=[O:33]>C(#N)C.O>[CH3:8][O:9][C:10]1[CH:11]=[CH:12][C:13]([CH2:16][O:17][C:18]2[CH:19]=[C:20]([NH:24][CH2:31][C:32]([O:34][CH3:35])=[O:33])[CH:21]=[CH:22][CH:23]=2)=[CH:14][CH:15]=1

参加物

7

反応物 4

HCID 6115AnilineHCID 7295Methyl chloroacetateHCID 516892Sodium BicarbonateHCID 198299443-((4-Methoxybenzyl)oxy)aniline

生成物 1

HCID 131716909HCID 131716909、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6342Acetonitrile溶媒

実験手順

A mixture of the aniline (Intermediate 87, 24.6 g, 107.3 mmol), sodium bicarbonate (13.5 g, 161 mmol) and methyl chloracetate (10.1 ml, 118 mmol) in acetonitrile (30 ml) was heated at 90°-100° for 48 h. Water (200 ml) was added and the mixture extracted with ethyl acetate (3×100 ml). The combined extracts were washed with water (2×100 ml) and brine (100 ml) before drying (Na2SO4) and evaporating in vacuo to leave the crude product as a peach solid. Trituration with ether-hexane (1:1) gave the title compound (Intermediate 88) as a flesh coloured solid (30.3 g; 94%), m.p. 79°-81°.

後処理

  1. temperaturewas heated at 90°-100° for 48 h
  2. extractionthe mixture extracted with ethyl acetate (3×100 ml)
  3. washThe combined extracts were washed with water (2×100 ml) and brine (100 ml)
  4. dry with materialbefore drying (Na2SO4)
  5. customevaporating in vacuo
  6. customto leave the crude product as a peach solid

出典と根拠

ORDレコード
ord-00bee25155134c10b505dc40d709d3f5
出典データセット
uspto-grants-1991_06
特許番号
US05023255

反応ノート

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