Trifluoroacetic anhydride → 3-Methoxy-10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-one

HRID 970050Notes

Reaction equation

HRID 970050 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][C:11]2[CH:19]=[CH:18][CH:17]=[CH:16][C:12]=2[C:13]([OH:15])=O)=[CH:5][CH:4]=1.FC(F)(F)C(OC(=O)C(F)(F)F)=O>C(Cl)Cl>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[CH2:9][CH2:10][C:11]3[CH:19]=[CH:18][CH:17]=[CH:16][C:12]=3[C:13](=[O:15])[C:7]=2[CH:8]=1

Participants

4

Reactant 2

HCID 9845Trifluoroacetic anhydrideHCID 261887002-[2-(4-Methoxyphenyl)ethyl]benzoic acid

Product 1

HCID 202322663-Methoxy-10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 50 ml of a methylene chloride solution containing 1.80 g (7.0 mmol) of 2-[2-(4-methoxyphenyl)ethyl]benzoic acid were added 1.83 ml (13 mmol) of trifluoroacetic anhydride and 0.8 ml (6.3 mmol) of boron trifluoride ethyl ether complex and the mixture was stirred at room temperature for 5 hours.

Sources & evidence

ORD record
ord-defcca1332164f86a9cb00d9185a0d87
Source dataset
uspto-grants-2007_12
Patent number
US07309718B2

Reaction notes

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