O-Cresol → HCID 57810544, compound

HRID 2106460Notes

Reaction equation

HRID 2106460 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[O:7][C:8]2[CH:15]=[CH:14][C:13]([C:16]([CH2:19][CH3:20])=[CH:17][CH3:18])=[CH:12][C:9]=2[C:10]=1[CH3:11])=[O:5])[CH3:2].[C:21]1([CH3:28])[C:26]([OH:27])=[CH:25][CH:24]=CC=1.B(F)(F)F.[CH3:33][CH2:34]OCC>>[CH2:1]([O:3][C:4]([C:6]1[O:7][C:8]2[CH:15]=[CH:14][C:13]([C:16]([CH2:33][CH3:34])([C:19]3[CH:24]=[CH:25][C:26]([OH:27])=[C:21]([CH3:28])[CH:20]=3)[CH2:17][CH3:18])=[CH:12][C:9]=2[C:10]=1[CH3:11])=[O:5])[CH3:2]

Participants

4

Reactant 3

HCID 335O-CresolHCID 8000Boron trifluoride etherateHCID 57810541HCID 57810541, compound

Product 1

HCID 57810544HCID 57810544, compoundYield 91%

Procedure

5-(1-Ethyl-propenyl)-3-methyl-benzofuran-2-carboxylic acid ethyl ester (3.20 g, 11.7 mmol) and o-cresol (1.91 g, 17.6 mmol) and BF3-Et2O (1.66 g, 11.7 mmol) are reacted analogous to Example 1D to give the title compound (4.04 g, 91%).

Sources & evidence

ORD record
ord-38c5b8f6f49a4aad80958fe2df76d568
Source dataset
uspto-grants-2009_08
Patent number
US07579488B2

Reaction notes

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