Hydrochloric Acid → HCID 20026907, compound

HRID 1722604Notes

Reaction equation

HRID 1722604 reaction equation
CC([O-])(C)C.[K+].Cl[C:8](=[CH2:21])[CH2:9][O:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[S:17]([NH2:20])(=[O:19])=[O:18].Cl>>[CH:9]([O:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[S:17]([NH2:20])(=[O:18])=[O:19])=[C:8]=[CH2:21]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 20026906HCID 20026906, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 20026907HCID 20026907, compound

Procedure

4.5 g of potassium tert-butylate are added in portions to a solution of 5 g of 2-(2-chloroprop-2-enyloxy)phenylsulfonamide such that the temperature does not exceed 28° C. The reaction mixture is stirred for 20 hours at 20°-25° C. and, after addition of ice-water, adjusted to pH 7 by the dropwise addition of 10% hydrochloric acid and extracted with ethyl acetate. The extract is washed with water and hydrochloric acid, dried over sodium sulfate and concentrated by evaporation. The residue is chromatographed through a column of silica gel to give pure 2-allenyloxyphenylsulfonamide of m.p. 94°-95° C.

Workup

  1. customdoes not exceed 28° C
  2. extractionextracted with ethyl acetate
  3. washThe extract is washed with water and hydrochloric acid
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated by evaporation
  6. customThe residue is chromatographed through a column of silica gel

Sources & evidence

ORD record
ord-91157b0601a645c98afd01ff642fa4d1
Source dataset
uspto-grants-1989_08
Patent number
US04857100

Reaction notes

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