O-Cresol → HCID 57835407, compound

HRID 730982Notes

Reaction equation

HRID 730982 reaction equation
[CH3:1][O:2][C:3]1[CH:17]=[CH:16][C:6]2[S:7][C:8]([C:10](O)([CH2:13][CH3:14])[CH2:11][CH3:12])=[CH:9][C:5]=2[CH:4]=1.[C:18]1([CH3:25])[C:23]([OH:24])=[CH:22][CH:21]=[CH:20][CH:19]=1.B(F)(F)F.CCOCC>>[CH2:11]([C:10]([C:20]1[CH:21]=[CH:22][C:23]([OH:24])=[C:18]([CH3:25])[CH:19]=1)([C:8]1[S:7][C:6]2[CH:16]=[CH:17][C:3]([O:2][CH3:1])=[CH:4][C:5]=2[CH:9]=1)[CH2:13][CH3:14])[CH3:12]

Participants

4

Reactant 3

HCID 335O-CresolHCID 8000Boron trifluoride etherateHCID 57835422HCID 57835422, compound

Product 1

HCID 57835407HCID 57835407, compoundYield 78%

Procedure

3-(5-Methoxy-benzo[b]thiophen-2-yl)-pentan-3-ol (2.16 g, 8.63 mmol), o-cresol (4.66 g, 43.1 mmol), and BF3-Et2O (1.64 mL, 12.9 mmol) are reacted analogous to Example 1C to afford the title compound (2.29 g, 78%).

Sources & evidence

ORD record
ord-48b06a62903445d2be65e2febd17a904
Source dataset
uspto-grants-2009_09
Patent number
US07582775B2

Reaction notes

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