1-Heptadecanol → 4-Heptadecyloxycarbonyl-2-nitroaniline

HRID 703139

反応式

HRID 703139 の反応式
[C:1]([C:4]1[CH:10]=[CH:9][C:7]([NH2:8])=[C:6]([N+:11]([O-:13])=[O:12])[CH:5]=1)([OH:3])=[O:2].[CH2:14](O)[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30].CN(C1C=CC=CN=1)C>ClCCl>[CH2:30]([O:2][C:1]([C:4]1[CH:10]=[CH:9][C:7]([NH2:8])=[C:6]([N+:11]([O-:13])=[O:12])[CH:5]=1)=[O:3])[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH3:14]

参加物

5

反応物 3

HCID 150761-HeptadecanolHCID 218852-DimethylaminopyridineHCID 74115Benzoic acid, 4-amino-3-nitro-

生成物 1

HCID 198239524-Heptadecyloxycarbonyl-2-nitroaniline

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A mixture of 4-carboxy-2-nitroaniline (0.52g), heptadecanol (0.7 g) and dimethylaminopyridine (20 mg) in dichloromethane (20 ml) was prepared and dicyclohexyldicarbodiimide (0.62 g) was added. The mixture was stirred for 48 hours and filtered. After separating between chloroform and 3% caustic soda solution the organic phase was washed with water, dried with magnesium sulphate and the solvent removed to leave a yellow solid. The solid was purified by chromatography to give a yellow solid which was recrystallised from 50:50 chloroform-hexane (yield: 0.85 g, m.p. 103°-105° C).

後処理

  1. customwas prepared
  2. filtrationfiltered
  3. customAfter separating between chloroform and 3% caustic soda solution the organic phase
  4. washwas washed with water
  5. dry with materialdried with magnesium sulphate
  6. customthe solvent removed
  7. customto leave a yellow solid
  8. customThe solid was purified by chromatography
  9. customto give a yellow solid which
  10. customwas recrystallised from 50:50 chloroform-hexane (yield: 0.85 g, m.p. 103°-105° C)

出典と根拠

ORDレコード
ord-c190f546d31b422d900cc6826b2b742e
出典データセット
uspto-grants-1991_01
特許番号
US04981612

関連ノート

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