Chlorosulfonic acid → 2-Acetyl-7-methoxy-4-benzofuransulphonyl chloride

HRID 979196Notes

Reaction equation

HRID 979196 reaction equation
[C:1]([C:4]1[O:5][C:6]2[C:12]([O:13][CH3:14])=[CH:11][CH:10]=[CH:9][C:7]=2[CH:8]=1)(=[O:3])[CH3:2].[Cl:15][S:16](O)(=[O:18])=[O:17]>>[C:1]([C:4]1[O:5][C:6]2[C:12]([O:13][CH3:14])=[CH:11][CH:10]=[C:9]([S:16]([Cl:15])(=[O:18])=[O:17])[C:7]=2[CH:8]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 24638Chlorosulfonic acidHCID 39378Ethanone, 1-(7-methoxy-2-benzofuranyl)-

Product 1

HCID 138514332-Acetyl-7-methoxy-4-benzofuransulphonyl chlorideYield 77%

Procedure

2-Acetyl-7-methoxybenzofuran (5 g) (0.0263 mole) was added to chlorosulfonic acid (18.4 g) (0.158 mole) at -15° C. in portionwise (each 0.5 g) for 30 min. After stirring the reaction mixture at -10° to -5° C. for 1 hour, the resultant was gradually added dropwise to ice. The solution was extracted with ethyl acetate, washed with water and dried, followed by distilling away ethyl acetate under reduced pressure to give 5.8 g of crude 2-acetyl-4-chlorosulfonyl-7-methoxybenzofuran.

Workup

  1. additionthe resultant was gradually added dropwise to ice
  2. extractionThe solution was extracted with ethyl acetate
  3. washwashed with water
  4. customdried
  5. distillationby distilling away ethyl acetate under reduced pressure

Sources & evidence

ORD record
ord-60e8caf9630446b79e82c7a4213b37a5
Source dataset
uspto-grants-1987_05
Patent number
US04666931

Reaction notes

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