Hydrogen Bromide → HCID 18947035, compound

HRID 1769081Notes

Reaction equation

HRID 1769081 reaction equation
[CH3:1][C:2]1[S:3][CH:4]=[C:5]2[CH2:9][N:8](S(C3C=CC(C)=CC=3)(=O)=O)[CH2:7][C:6]=12.C1(O)C=CC=CC=1.[BrH:27]>C(O)(=O)C>[BrH:27].[CH3:1][C:2]1[S:3][CH:4]=[C:5]2[CH2:9][NH:8][CH2:7][C:6]=12

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 996PhenolHCID 18947047HCID 18947047, compound

Product 1

HCID 18947035HCID 18947035, compoundYield 27%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of 3.1 g (10.6 mmol) of 1-methyl-5-tosyl-5,6-dihydro-4H-thieno[3,4-c]pyrrole and 3.1 g (32.9 mmol) of phenol in 43 ml of a 33% solution of hydrobromic acid in acetic acid, placed in a sealed tube, is heated at 90° C. in a water bath for 3 hours. The reaction mixture is then filtered and poured into 150 ml of water and then extracted with three times 150 ml of diethyl ether. The aqueous phase is evaporated to dryness and the residue washed with acetone. There is obtained 0.64 g of a pasty solid. Yield 27%.

Workup

  1. customplaced in a sealed tube
  2. filtrationThe reaction mixture is then filtered
  3. additionpoured into 150 ml of water
  4. extractionextracted with three times 150 ml of diethyl ether
  5. customThe aqueous phase is evaporated to dryness
  6. washthe residue washed with acetone

Sources & evidence

ORD record
ord-4d5ceb882c524a7b89b75d22f7ad2b20
Source dataset
uspto-grants-1995_01
Patent number
US05380742

Reaction notes

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