Triethylamine → 3,5-bis-(1,1-dimethylethyl)-4-hydroxy-N-[2-(4-nitrophenyl)ethyl]-benzamide

HRID 393839ノート

反応式

HRID 393839 の反応式
Cl.[N+:2]([C:5]1(OCC)[CH:10]=[CH:9][C:8](N)=[CH:7][CH2:6]1)([O-:4])=[O:3].[C:15]([C:19]1[CH:20]=[C:21]([CH:25]=[C:26]([C:29]([CH3:32])([CH3:31])[CH3:30])[C:27]=1[OH:28])[C:22]([OH:24])=O)([CH3:18])([CH3:17])[CH3:16].[CH2:33]([N:35](CC)CC)[CH3:34].C1(N=C=NC2CCCCC2)CCCCC1>C1COCC1>[CH3:30][C:29]([C:26]1[CH:25]=[C:21]([CH:20]=[C:19]([C:15]([CH3:17])([CH3:16])[CH3:18])[C:27]=1[OH:28])[C:22]([NH:35][CH2:33][CH2:34][C:8]1[CH:7]=[CH:6][C:5]([N+:2]([O-:4])=[O:3])=[CH:10][CH:9]=1)=[O:24])([CH3:31])[CH3:32]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 10868DicyclohexylcarbodiimideHCID 150073,5-Di-tert-butyl-4-hydroxybenzoic acidHCID 690034264-Nitrophenetylamine hydrochloride

生成物 1

HCID 219186333,5-bis-(1,1-dimethylethyl)-4-hydroxy-N-[2-(4-nitrophenyl)ethyl]-benzamide収率 73%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

2.02 g (10 mmoles) of 4-nitrophenetylamine hydrochloride, 2.5 g (10 mmoles) of 3,5-di-tert-butyl-4-hydroxy-benzoic acid, 1.38 ml (10 mmoles) of triethylamine and 2.26 g (11 mmoles) of dicyclohexylcarbodiimide are introduced into a 100 ml flask containing 20 ml of THF. The reaction medium is agitated for 15 hours at ambient temperature, the precipitate which appears is filtered out and rinsed with ethyl acetate. After concentration of the filtrate under reduced pressure, the residue is precipitated from diethyl ether. The solid is recovered by filtration and rinsed with diethyl ether. A white powder is obtained with a yield of 73%. Melting point: 204-206° C.

後処理

  1. filtrationthe precipitate which appears is filtered out
  2. washrinsed with ethyl acetate
  3. customAfter concentration of the filtrate under reduced pressure, the residue is precipitated from diethyl ether
  4. filtrationThe solid is recovered by filtration
  5. washrinsed with diethyl ether
  6. customA white powder is obtained with a yield of 73%

出典と根拠

ORDレコード
ord-4268dd7a01b24b658acdee4bacafc42d
出典データセット
uspto-grants-2004_10
特許番号
US06809088B2

反応ノート

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