Methyl 7-bromo-1,1-dioxo-2,3-dihydro-1-benzothiepine-4-carboxylate → 7-Bromo-1,1-dioxo-2,3-dihydro-1-benzothiepine-4-carboxylic acid

HRID 1978610Notes

Reaction equation

HRID 1978610 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[S:11](=[O:13])(=[O:12])[CH2:10][CH2:9][C:8]([C:14]([O:16]C)=[O:15])=[CH:7][C:6]=2[CH:18]=1>COCCOC.Cl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[S:11](=[O:13])(=[O:12])[CH2:10][CH2:9][C:8]([C:14]([OH:16])=[O:15])=[CH:7][C:6]=2[CH:18]=1

Participants

4

Reactant 1

HCID 21995732Methyl 7-bromo-1,1-dioxo-2,3-dihydro-1-benzothiepine-4-carboxylate

Product 1

HCID 219959787-Bromo-1,1-dioxo-2,3-dihydro-1-benzothiepine-4-carboxylic acidYield 94.6%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 80711,2-DimethoxyethaneSolvent

Procedure

A solution of methyl 7-bromo-1,1-dioxo-2,3-dihydro-1-benzothiepine-4-carboxylate (700 mg) in 1,2-dimethoxyethane (15 ml) and 6N hydrochloric acid was refluxed for 18 hours and cooled to room temperature. The solvent was evaporated under reduced pressure to give colorless crystals, which were collected by filtration. The crystals were washed with water, 2-propanol and diisopropylether to give colorless crystals of 7-bromo-1,1-dioxo-2,3-dihydro-1-benzothiepine-4-carboxylic acid (634 mg).

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customto give colorless crystals, which
  3. filtrationwere collected by filtration
  4. washThe crystals were washed with water, 2-propanol and diisopropylether

Sources & evidence

ORD record
ord-ffd8ff269d244527b2393b0a87a33304
Source dataset
uspto-grants-2001_05
Patent number
US06235771B1

Reaction notes

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