Dimethylcarbamoyl Chloride → 2-Dimethylcarbamoyloxy-5-methanesulfonyl-benzoic acid benzyl ester

HRID 2251218ノート

反応式

HRID 2251218 の反応式
[CH2:1]([O:8][C:9](=[O:21])[C:10]1[CH:15]=[C:14]([S:16]([CH3:19])(=[O:18])=[O:17])[CH:13]=[CH:12][C:11]=1[OH:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CN1CCOCC1.[CH3:29][N:30]([CH3:34])[C:31](Cl)=[O:32]>CN(C)C1C=CN=CC=1.CN(C)C=O>[CH2:1]([O:8][C:9](=[O:21])[C:10]1[CH:15]=[C:14]([S:16]([CH3:19])(=[O:17])=[O:18])[CH:13]=[CH:12][C:11]=1[O:20][C:31](=[O:32])[N:30]([CH3:34])[CH3:29])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

6

反応物 3

HCID 6598Dimethylcarbamoyl ChlorideHCID 79724-MethylmorpholineHCID 69037381HCID 69037381、化合物

生成物 1

HCID 690360752-Dimethylcarbamoyloxy-5-methanesulfonyl-benzoic acid benzyl ester

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 1 mmol 2-hydroxy-5-methanesulfonyl-benzoic acid benzyl ester, 1.5 mmol of N-methylmorpholine and 0.2 mmol of 4-dimethylaminopyridine in 4 ml of dimethylformamide was treated with 1.3 mmol of N,N-dimethyl-carbamoylchloride. The reaction mixture was stirred at 60° for 48 hours, concentrated in vacuo and the residue taken up in 5 ml of water. Acidification with diluted hydrochloric acid and extraction with ethyl acetate yielded a crude product which was purified by chromatography (SiO2; ethyl acetate/cyclohexane 1.1). MS (m/e): 378.3 (MH+, 100%)

後処理

  1. concentrationconcentrated in vacuo
  2. extractionAcidification with diluted hydrochloric acid and extraction with ethyl acetate

出典と根拠

ORDレコード
ord-84bafc2037f940f9bb70163b5c95ec21
出典データセット
uspto-grants-2008_01
特許番号
US07319099B2

反応ノート

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