Triethylamine → Methanesulfonyloxy(4-methanesulfonyloxyphenyl)-acetic acid methyl ester

HRID 2306617

反応式

HRID 2306617 の反応式
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[OH:6][C:7]1[CH:19]=[CH:18][C:10]([CH:11]([OH:17])[C:12]([O:14][CH2:15]C)=[O:13])=[CH:9][CH:8]=1.C(N(CC)CC)C>CN(C=O)C.O>[CH3:15][O:14][C:12](=[O:13])[CH:11]([O:17][S:2]([CH3:1])(=[O:4])=[O:3])[C:10]1[CH:18]=[CH:19][C:7]([O:6][S:2]([CH3:1])(=[O:4])=[O:3])=[CH:8][CH:9]=1

参加物

6

反応物 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 111357Benzeneacetic acid, alpha,4-dihydroxy-, ethyl ester

生成物 1

HCID 88018735Methanesulfonyloxy(4-methanesulfonyloxyphenyl)-acetic acid methyl ester

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

Methanesulfonyl chloride (0.395 ml, 5.10 mmol) is added dropwise at 0° C. to ethyl 4-hydroxymandelate (0.500 g, 2.55 mmol) and triethylamine (0.889 ml, 6.38 mmol) in DMF (5 ml) and the mixture is allowed to warm to room temperature overnight. The reaction mixture is diluted with water and extracted with ethyl acetate. The extract is washed with brine, dried (MgSO4), and evaporated to give oily residue which is purified by flash column chromatography (30% EtOAc/Hexane) (0.75 g, 82%). MS (m/z): [M+H]+=353.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe extract is washed with brine
  3. dry with materialdried (MgSO4)
  4. customevaporated
  5. customto give oily residue which
  6. customis purified by flash column chromatography (30% EtOAc/Hexane) (0.75 g, 82%)

出典と根拠

ORDレコード
ord-0f02e586205a4cb9b87e93177351fb27
出典データセット
uspto-grants-2004_12
特許番号
US06828317B2

関連ノート

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