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

HRID 1934599노트

반응식

HRID 1934599 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

HCID 22451886Tert-butyl 4-methyl-3-nitrobenzoate수율 99.2%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-32d11e3a66b0445a982737101d22788b
출처 데이터셋
uspto-grants-2002_05
특허 번호
US06384070B2

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