Sulfuric Acid → HCID 23468898, compound

HRID 128310Notes

Reaction equation

HRID 128310 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][C:12]=1[O:13][CH:14]([CH3:18])[C:15](=O)[CH3:16])[C:5]([O:7][CH2:8][CH3:9])=[O:6].S(=O)(=O)(O)O>>[CH3:18][C:14]1[O:13][C:12]2[C:2]([Br:1])=[CH:3][C:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])=[CH:10][C:11]=2[C:15]=1[CH3:16]

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 23468758HCID 23468758, compound

Product 1

HCID 23468898HCID 23468898, compound

Procedure

Analogously to Example (17b), using 315.2 g (1 mol) of ethyl 3-bromo-4-(1-methyl-2-oxopropoxy)-benzoate and 400 g of 94% sulfuric acid, first with ice-cooling, then at room temperature for one hour and thereafter at 50° for 8 hours, ethyl 2,3-dimethyl-7-bromo-5-benzofurancarboxylate of melting point 110°-111° is obtained by recrystallising the neutral portion from hot ethanol, and 2,3-dimethyl-7-bromo-5-benzofuranylcarboxylic acid of melting point 249°-251° is obtained by recrystallising the acid portion from hot ethanol.

Workup

  1. temperaturefirst with ice-cooling
  2. waitat 50° for 8 hours

Sources & evidence

ORD record
ord-c0297ff3388644b8a49bee12688514b3
Source dataset
uspto-grants-1981_03
Patent number
US04259338

Reaction notes

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