O-Cresol → HCID 57835403, compound

HRID 599691Notes

Reaction equation

HRID 599691 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[S:10][C:9]2[CH:11]=[CH:12][C:13]([C:15]([CH2:18][CH3:19])=[CH:16][CH3:17])=[CH:14][C:8]=2[CH:7]=1)=[O:5])[CH3:2].[C:20]1([CH3:27])[C:25]([OH:26])=[CH:24][CH:23]=[CH:22][CH:21]=1>B(F)(F)F.CCOCC>[CH2:1]([O:3][C:4]([C:6]1[S:10][C:9]2[CH:11]=[CH:12][C:13]([C:15]([CH2:16][CH3:17])([C:22]3[CH:23]=[CH:24][C:25]([OH:26])=[C:20]([CH3:27])[CH:21]=3)[CH2:18][CH3:19])=[CH:14][C:8]=2[CH:7]=1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 335O-CresolHCID 67272809HCID 67272809, compound

Product 1

HCID 57835403HCID 57835403, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 8000Boron trifluoride etherateSolvent

Procedure

5-(1-Ethyl-propenyl)-benzo[b]thiophene-2-carboxylic acid ethyl ester (5.50 g, 20.0 mmol), o-cresol (4.33 g, 40.0 mmol), and BF3-Et2O (10 mL) are reacted analogous to Example 1C to afford the title compound (5.97 g, 78%).

Sources & evidence

ORD record
ord-5fadbb9db0a8464ab54da15e2ecd20ab
Source dataset
uspto-grants-2011_03
Patent number
US07897789B2

Reaction notes

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