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

HRID 1070935

반응식

HRID 1070935 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-b48b68a8e05c489097e794625cace919
출처 데이터셋
uspto-grants-2005_06
특허 번호
US06903115B2

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