Carbon Dioxide → 2-Bromo-6-chlorobenzoic acid

HRID 1820636Notes

Reaction equation

HRID 1820636 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([Cl:8])[CH:5]=[CH:6][CH:7]=1.[C:9](=[O:11])=[O:10]>O1CCCC1>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[C:9]([OH:11])=[O:10]

Participants

4

Reactant 2

HCID 280Carbon DioxideHCID 79281-Bromo-3-chlorobenzene

Product 1

HCID 331252-Bromo-6-chlorobenzoic acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
-78 °C

Procedure

The mixture of 500 mg of 3-bromochlorobenzen and 3 ml of tetrahydrofuran was cooled down to −78° C. and 1.3 ml of 2.0M lithiumdiisopropylamide heptane/tetrahydrofuran/ethylbenzene was added. After stirring it for 2 hours, the mixture was put into dry ice and washed and extracted as described in Referencial Example 1 to obtain a crude material. The crude material was washed with a mixed solvent of hexane-ethyl acetate to obtain the said compound.

Workup

  1. washwashed
  2. extractionextracted

Sources & evidence

ORD record
ord-fe3fa61dc6ff467e9bcbd147ac4eaa31
Source dataset
uspto-grants-2009_10
Patent number
US07605165B2

Reaction notes

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