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Hydroxyphenylacetic acid → 2-(4-Hydroxyphenyl)-N-methylacetamide

HRID 894334
ノート
印刷プレビュー

反応式

HRID 894334 の反応式
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=O)=[CH:4][CH:3]=1.C1[C:17]([N+:18]([O-])=O)=CC=C(O)C=1.C1(N=C=NC2CCCCC2)CCCCC1>C(#N)C>[CH3:17][NH:18][C:9](=[O:11])[CH2:8][C:5]1[CH:6]=[CH:7][C:2]([OH:1])=[CH:3][CH:4]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 127Hydroxyphenylacetic acidHCID 9804-NitrophenolHCID 10868Dicyclohexylcarbodiimide

生成物 1

HCID 129230782-(4-Hydroxyphenyl)-N-methylacetamide収率 48.5%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

To a solution of 7.6 g of p-hydroxyphenylacetic acid in 100 ml of acetonitrile were added 8.4 g of p-nitrophenol and 10.3 g of dicyclohexylcarbodiimide at room temperature with stirring, and the resulting crystals of dicyclohexylurea were filtered out. An ethereal solution of 7.8 g of methylamine was added to the filtrate containing p-nitrophenyl p-hydroxyphenylacetate, the mixture was allowed to stand to precipitate crystals. The crystals obtained were filtered out and washed with diethyl ether to obtain 4.0 g of the title compound.

後処理

  1. filtrationthe resulting crystals of dicyclohexylurea were filtered out
  2. additionAn ethereal solution of 7.8 g of methylamine was added to the filtrate
  3. additioncontaining p-nitrophenyl p-hydroxyphenylacetate
  4. customto precipitate crystals
  5. customThe crystals obtained
  6. filtrationwere filtered out
  7. washwashed with diethyl ether

出典と根拠

ORDレコード
ord-a876e0bd58734442ad69edd3678d3fd9
出典データセット
uspto-grants-1981_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04283418

反応ノート

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