5-(4-Fluorophenyl)-2-methyl-3-furaldehyde → Cyclohexyl[5-(4-fluorophenyl)-2-methyl-3-furyl]methanol

HRID 1876964

Reaction equation

HRID 1876964 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][C:11]([CH3:13])=[C:10]([CH:14]=[O:15])[CH:9]=2)=[CH:4][CH:3]=1.[CH:16]1([Mg]Br)[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1.O1CCCC1>>[CH:16]1([CH:14]([C:10]2[CH:9]=[C:8]([C:5]3[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=3)[O:12][C:11]=2[CH3:13])[OH:15])[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1

Participants

3

Reactant 2

HCID 230743705-(4-Fluorophenyl)-2-methyl-3-furaldehydeHCID 178420632HCID 178420632, compound

Product 1

HCID 68514205Cyclohexyl[5-(4-fluorophenyl)-2-methyl-3-furyl]methanolYield 83%

Procedure

An operation similar to that in Example 3 (2) was performed using 5-(4-fluorophenyl)-2-methyl-3-furaldehyde (2.0 g) and 1N cyclohexylmagnesium bromide-tetrahydrofuran solution (15 mL) to give the title compound (2.4 g, 83%) as a white crystal.

Sources & evidence

ORD record
ord-fa1924eb2a5f4bdaa792e31137d0b159
Source dataset
uspto-grants-2012_11
Patent number
US08309580B2

Linked notes

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