O-Cresol → HCID 57810565, compound

HRID 2106445Notes

Reaction equation

HRID 2106445 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[O:7][C:8]2[C:14]([CH3:15])=[CH:13][C:12]([C:16]([CH2:20][CH3:21])(O)[CH2:17][CH3:18])=[CH:11][C:9]=2[CH:10]=1)=[O:5])[CH3:2].[C:22]1([CH3:29])[C:27]([OH:28])=[CH:26]C=C[CH:23]=1.B(F)(F)F.[CH3:34][CH2:35]OCC>>[CH2:1]([O:3][C:4]([C:6]1[O:7][C:8]2[C:14]([CH3:15])=[CH:13][C:12]([C:16]([CH2:34][CH3:35])([C:20]3[CH:21]=[CH:26][C:27]([OH:28])=[C:22]([CH3:29])[CH:23]=3)[CH2:17][CH3:18])=[CH:11][C:9]=2[CH:10]=1)=[O:5])[CH3:2]

Participants

4

Reactant 3

HCID 335O-CresolHCID 8000Boron trifluoride etherateHCID 57810555HCID 57810555, compound

Product 1

HCID 57810565HCID 57810565, compoundYield 54%

Procedure

5-(1-Ethyl-1-hydroxy-propyl)-7-methyl-benzofuran-2-carboxylic acid ethyl ester (7.90 g, 27.2 mmol) and o-cresol (5.88 g, 54.4 mmol) and BF3-Et2O (3.86 g, 27.2 mmol) are reacted analogous to Example 1D to give the title compound (5.55 g, 54%).

Sources & evidence

ORD record
ord-2ebad29176374d57811db82997f3af66
Source dataset
uspto-grants-2009_08
Patent number
US07579488B2

Reaction notes

Loading…