Hydrochloric Acid → HCID 21996435, compound

HRID 1978000Notes

Reaction equation

HRID 1978000 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH2:11][CH2:12][C:13]([O:15]CC)=[O:14])[CH:5]=[C:6]([CH3:10])[C:7]=1[O:8][CH3:9].[OH-].[Na+].Cl>CO>[Br:1][C:2]1[CH:3]=[C:4]([CH2:11][CH2:12][C:13]([OH:15])=[O:14])[CH:5]=[C:6]([CH3:10])[C:7]=1[O:8][CH3:9]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21996470HCID 21996470, compound

Product 1

HCID 21996435HCID 21996435, compoundYield 96.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 17.0 g (56.4 mmol) of ethyl 3-(3bromo-4-methoxy-5-methylphenyl)propionate in methanol (30 ml) was added a 8N aqueous solution of sodium hydroxide (200 ml). The mixture was stirred for 18 hours at room temperature. The reaction mixture was acidified with 5N HCl, which was subjected to extraction with chloroform. The extract solution was washed with brine, which was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to give 14.8 g (yield 96%) of the above-titled compound as an oily product.

Workup

  1. extractionwas subjected to extraction with chloroform
  2. washThe extract solution was washed with brine, which
  3. dry with materialwas dried over anhydrous magnesium sulfate
  4. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-4532c389a8824556b533113d1aa49763
Source dataset
uspto-grants-2001_05
Patent number
US06235789B1

Reaction notes

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