tert-Butanol → tert-Butyl 4-(methylamino)benzoate

HRID 446532ノート

反応式

HRID 446532 の反応式
[CH3:1][NH:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([O-:9])=[O:8])=[CH:5][CH:4]=1.Cl.C(N=C=NCCCN(C)C)C.[C:24](O)([CH3:27])([CH3:26])[CH3:25]>CN(C)C1C=CN=CC=1>[CH3:1][NH:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([O:9][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:8])=[CH:5][CH:4]=1

参加物

5

反応物 3

HCID 6386tert-ButanolHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 69332534-(Methylamino)benzoate

生成物 1

HCID 22291264tert-Butyl 4-(methylamino)benzoate収率 78%

試薬・触媒・溶媒 1

HCID 142844-(Dimethylamino)pyridine触媒

実験手順

4-(Methylamino)benzoate (2.00 g, 13.2 mmol) was dissolved in tert-butanol (66 mL), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (89 mg, 0.464 mmol) and 4-dimethylaminopyridine (81 mg, 0.660 mmol) were added, and the mixture was stirred at room temperature for 17 hours. The solvent was evaporated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=6:1, v/v) to give the title compound (2.14 g; yield, 78%) as a yellow oily substance.

後処理

  1. customThe solvent was evaporated under reduced pressure
  2. customthe resulting residue was purified by silica gel column chromatography (hexane

出典と根拠

ORDレコード
ord-34e95d34a9ec49d99e6c07421a7ecd6a
出典データセット
uspto-grants-2013_07
特許番号
US08476253B2

反応ノート

読み込み中…