O-Cresol → HCID 57810538, compound

HRID 2106484Notes

Reaction equation

HRID 2106484 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[O:7][C:8]2[CH:14]=[C:13]([C:15]([CH2:18][CH3:19])=[CH:16][CH3:17])[CH:12]=[CH:11][C:9]=2[CH:10]=1)=[O:5])[CH3:2].[C:20]1([CH3:27])[C:25]([OH:26])=[CH:24][CH:23]=CC=1.B(F)(F)F.O(CC)[CH2:33][CH3:34]>C(Cl)Cl>[CH2:1]([O:3][C:4]([C:6]1[O:7][C:8]2[CH:14]=[C:13]([C:15]([CH2:33][CH3:34])([C:18]3[CH:23]=[CH:24][C:25]([OH:26])=[C:20]([CH3:27])[CH:19]=3)[CH2:16][CH3:17])[CH:12]=[CH:11][C:9]=2[CH:10]=1)=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 335O-CresolHCID 8000Boron trifluoride etherateHCID 68814100HCID 68814100, compound

Product 1

HCID 57810538HCID 57810538, compoundYield 55.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

6-(1-Ethyl-propenyl)-benzofuran-2-carboxylic acid ethyl ester (2.01 g, 7.78 mmol) and o-cresol (1.26 g, 11.7 mmol) and BF3—OEt2 (1.10 g, 7.78 mmol) in CH2Cl2 are reacted analogous to Example 30-C to give the title compound (1.58 g, 55%).

Sources & evidence

ORD record
ord-75fb16cec54847c69e571737a672dbe5
Source dataset
uspto-grants-2009_08
Patent number
US07579488B2

Reaction notes

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