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

HRID 571918

反応式

HRID 571918 の反応式
[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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2e4c124e36674882b14a2d99ae3fae0d
出典データセット
uspto-grants-2015_05
特許番号
US09029356B2

関連ノート

読み込み中…