O-Cresol → HCID 57810579, compound

HRID 2106454Notes

Reaction equation

HRID 2106454 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[O:7][C:8]2[CH:14]=[CH:13][C:12]([C:15]([CH2:19][CH3:20])(O)[CH2:16][CH3:17])=[CH:11][C:9]=2[CH:10]=1)=[O:5])[CH3:2].[C:21]1([CH3:28])[C:26]([OH:27])=[CH:25]C=C[CH:22]=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:14]=[CH:13][C:12]([C:15]([CH2:33][CH3:34])([C:19]3[CH:20]=[CH:25][C:26]([OH:27])=[C:21]([CH3:28])[CH:22]=3)[CH2:16][CH3:17])=[CH:11][C:9]=2[CH:10]=1)=[O:5])[CH3:2]

Participants

4

Reactant 3

HCID 335O-CresolHCID 8000Boron trifluoride etherateHCID 68817433HCID 68817433, compound

Product 1

HCID 57810579HCID 57810579, compoundYield 88%

Procedure

5-(1-Ethyl-1-hydroxy-propyl)-benzofuran-2-carboxylic acid ethyl ester (5.70 g, 22.1 mmol) and o-cresol (2.86 g, 26.5 mmol) and BF3-Et2O (3.13 g, 22.1 mmol) are reacted analogous to Example 1D to give the title compound (7.10 g, 88%).

Sources & evidence

ORD record
ord-3855f30f5823485bae3fdce753e87e44
Source dataset
uspto-grants-2009_08
Patent number
US07579488B2

Reaction notes

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