HCID 69073571, compound → 5-Bromo-2-[2-(3-methoxy-2-methylphenyl)-ethyl]-benzoic acid methyl ester

HRID 730172Notes

Reaction equation

HRID 730172 reaction equation
[CH3:1][O:2][C:3](=[O:22])[C:4]1[CH:9]=[C:8]([Br:10])[CH:7]=[CH:6][C:5]=1[CH:11]=[CH:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH3:20])[C:14]=1[CH3:21].[H][H]>C(O)C.C(O)(=O)C.O=[Pt]=O>[CH3:1][O:2][C:3](=[O:22])[C:4]1[CH:9]=[C:8]([Br:10])[CH:7]=[CH:6][C:5]=1[CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH3:20])[C:14]=1[CH3:21]

Participants

6

Reactant 2

HCID 69073571HCID 69073571, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 578344795-Bromo-2-[2-(3-methoxy-2-methylphenyl)-ethyl]-benzoic acid methyl ester

Reagents, catalysts & solvents 3

HCID 345198Adams' catalystCatalystHCID 176Acetic AcidSolventHCID 702EthanolSolvent

Conditions

Temperature
38 °C

Procedure

To 5-bromo-2-[2-(3-methoxy-2-methylphenyl)-vinyl]-benzoic acid methyl ester (5) (4.99 g; 13.8 mmol), stirring in ethyl alcohol (70 mL) and acetic acid (23 mL), was added PtO2 (0.075 g; 2.4%). The solution was stirred in a hydrogen atmosphere (balloon pressure) and the temperature of the solution was raised to 38° C. The reaction was monitored closely by TLC and the mixture was cooled after three hours. The reaction mixture was filtered and evaporated to give compound 6 as a residue. The residue was carried on to the next step without further purification.

Workup

  1. temperaturethe mixture was cooled after three hours
  2. filtrationThe reaction mixture was filtered
  3. customevaporated

Sources & evidence

ORD record
ord-e8872813656d4a40b1bff0be6289cd5f
Source dataset
uspto-grants-2009_09
Patent number
US07582667B2

Reaction notes

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