Benzoic acid, 3-sulfo- → 3-(2-Methyl-propane-1-sulfonyl)-benzoic acid

HRID 1070935

反応式

HRID 1070935 の反応式
[S:1]([C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][CH:13]=1)[C:8]([OH:10])=[O:9])([OH:4])(=[O:3])=O.C(=O)([O-])[O-].[K+].[K+].[CH2:20](I)[CH:21]([CH3:23])[CH3:22]>CC(N(C)C)=O>[CH3:20][CH:21]([CH3:23])[CH2:22][S:1]([C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][CH:13]=1)[C:8]([OH:10])=[O:9])(=[O:3])=[O:4]

参加物

5

反応物 3

HCID 8477Benzoic acid, 3-sulfo-HCID 10556Isobutyl iodideHCID 11430Potassium Carbonate

生成物 1

HCID 223974593-(2-Methyl-propane-1-sulfonyl)-benzoic acid

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

実験手順

To a suspension of 3-sulfo-benzoic acid (1 g) and potassium carbonate (1.2 g) in dimethylacetamide (10 ml) was added iso-butyl iodide (0.65 ml). The mixture was heated by microwaves (600W) at 150° C. for 15 minutes. The reaction mixture was partitioned between water (100 ml) and ethyl acetate (100 ml), the aqueous layer was separated, acidified to pH 1 with HCl (2N) and extracted with ethyl acetate (100 ml). The extract was evaporated to leave a residue which was purified by flash chromatography (Biotage 12S eluting with ethyl acetate:hexane:acetic acid, 29:70:1) to give the title product as a white solid (0.34 g).

後処理

  1. customThe reaction mixture was partitioned between water (100 ml) and ethyl acetate (100 ml)
  2. customthe aqueous layer was separated
  3. extractionextracted with ethyl acetate (100 ml)
  4. customThe extract was evaporated
  5. customto leave a residue which
  6. customwas purified by flash chromatography (Biotage 12S eluting with ethyl acetate:hexane:acetic acid, 29:70:1)

出典と根拠

ORDレコード
ord-b48b68a8e05c489097e794625cace919
出典データセット
uspto-grants-2005_06
特許番号
US06903115B2

関連ノート

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