5-(4-Chloro-2-methylphenyl)-2-methyl-3-furaldehyde → [5-(4-Chloro-2-methylphenyl)-2-methyl-3-furyl] (cyclohexyl)methanol

HRID 1876983

Reaction equation

HRID 1876983 reaction equation
[Cl: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)=[C:4]([CH3:16])[CH:3]=1>C1([Mg]Br)CCCCC1.O1CCCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][C:11]([CH3:13])=[C:10]([CH:14]([CH:2]3[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]3)[OH:15])[CH:9]=2)=[C:4]([CH3:16])[CH:3]=1

Participants

3

Reactant 1

HCID 866463685-(4-Chloro-2-methylphenyl)-2-methyl-3-furaldehyde

Product 1

HCID 68514219[5-(4-Chloro-2-methylphenyl)-2-methyl-3-furyl] (cyclohexyl)methanolYield 156.4%

Reagents, catalysts & solvents 1

HCID 178420632HCID 178420632, compoundSolvent

Procedure

An operation similar to that in Example 3 (2) was performed using 5-(4-chloro-2-methylphenyl)-2-methyl-3-furaldehyde (1.6 g) and 1N cyclohexylmagnesium bromide-tetrahydrofuran solution (10 mL) to give the title compound (1.7 g, 77%) as a white crystal.

Sources & evidence

ORD record
ord-190b2a545df64902b5ffe700b3d0a12f
Source dataset
uspto-grants-2012_11
Patent number
US08309580B2

Linked notes

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