tert-Butanol → Tert-butyl 4-methyl-3-nitrobenzoate

HRID 1934599ノート

反応式

HRID 1934599 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[CH3:13])[C:7]([OH:9])=[O:8])([O-:3])=[O:2].[C:14](O)([CH3:17])([CH3:16])[CH3:15].Cl.CN(C)CCCN=C=NCC.C(OCC)(=O)C>ClCCl.CN(C)C1C=CN=CC=1>[C:14]([O:8][C:7](=[O:9])[C:6]1[CH:10]=[CH:11][C:12]([CH3:13])=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=1)([CH3:17])([CH3:16])[CH3:15]

参加物

7

反応物 4

HCID 6386tert-ButanolHCID 73194-Methyl-3-nitrobenzoic acidHCID 8857Ethyl AcetateHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

生成物 1

HCID 22451886Tert-butyl 4-methyl-3-nitrobenzoate収率 99.2%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒

実験手順

To a solution of 3-nitro-4-methylbenzoic acid (17.3 g 96 mmol) in dichloromethane (250 ml) and tert-butanol (35.8 g 470 mmol) at 0° C. under nitrogen was added 4-dimethylaminopyridine (6 g 50 mmol) and 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (25.8 g 140 mmol) and the solution allowed to come to room temperature over 1 hour. then stirred overnight. The solution was poured into 1:1 ethyl acetate:water (800 ml each) and the organic layer washed with aqueous bicarbonate and saturated aqueous sodium chloride, then dried (MgSO4) and evaporated, to give the product as a clear oil (22.6 g).

後処理

  1. washwater (800 ml each) and the organic layer washed with aqueous bicarbonate and saturated aqueous sodium chloride
  2. dry with materialdried (MgSO4)
  3. customevaporated

出典と根拠

ORDレコード
ord-32d11e3a66b0445a982737101d22788b
出典データセット
uspto-grants-2002_05
特許番号
US06384070B2

反応ノート

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