tert-Butanol → 2-Nitro-terephthalic acid 1-tert-butyl ester 4-methyl ester

HRID 512962

반응식

HRID 512962 반응식
[CH3:1][O:2][C:3](=[O:16])[C:4]1[CH:12]=[CH:11][C:7]([C:8]([OH:10])=[O:9])=[C:6]([N+:13]([O-:15])=[O:14])[CH:5]=1.[C:17](O)([CH3:20])([CH3:19])[CH3:18].C(OC(OC(C)(C)C)=O)(OC(C)(C)C)=O>C(Cl)Cl.CN(C1C=CN=CC=1)C>[CH3:1][O:2][C:3](=[O:16])[C:4]1[CH:12]=[CH:11][C:7]([C:8]([O:10][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:9])=[C:6]([N+:13]([O-:15])=[O:14])[CH:5]=1

참가 물질

6

반응물 3

HCID 6386tert-ButanolHCID 90495Di-tert-butyl dicarbonateHCID 219064744-(Methoxycarbonyl)-2-nitrobenzoic acid

생성물 1

HCID 675127822-Nitro-terephthalic acid 1-tert-butyl ester 4-methyl ester

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매2회

실험 절차

Commercially available 2-nitro-terephthalic acid 4-methyl ester (4.84 g, 21.49 mmol) in DCM (54 mL) was treated with tert-butanol (4.05 mL, 42.99 mmol), di-tert-butyl dicarbonate (12.19 g, 55.87 g) and DMAP (0.79 g, 6.45 mmol). After 4 days at room temperature, the reaction was diluted with DCM (100 mL), washed with 1N HCl (100 mL), aqueous NaHCO3 and finally with water. After drying over sodium sulphate and evaporation of the volatiles, the title compound was obtained as a brownish oil in more than quantitative yield (6.51 g). The crude was employed in the following step with no further purification.

후처리

  1. washwashed with 1N HCl (100 mL), aqueous NaHCO3 and finally with water
  2. dry with materialAfter drying over sodium sulphate and evaporation of the volatiles

출처 및 근거

ORD 기록
ord-e1d2a6cc8b48444498af800db6310524
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09102662B2

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