HCID 67251171, compound → HCID 57787588, compound

HRID 2426760Notes

Reaction equation

HRID 2426760 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([CH2:14][O:15][C:16]3[CH:23]=[CH:22][C:19]([CH2:20][OH:21])=[C:18]([F:24])[CH:17]=3)[CH:9]=2)=[C:4]([CH3:25])[CH:3]=1>[O-2].[O-2].[Mn+4].C1COCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([CH2:14][O:15][C:16]3[CH:23]=[CH:22][C:19]([CH:20]=[O:21])=[C:18]([F:24])[CH:17]=3)[CH:9]=2)=[C:4]([CH3:25])[CH:3]=1

Participants

4

Reactant 1

HCID 67251171HCID 67251171, compound

Product 1

HCID 57787588HCID 57787588, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
40 °C

Procedure

In an atmosphere of nitrogen, a THF solution of methyl 4-[(4′-chloro-2′-methylbiphenyl-3-yl)methoxy]-2-fluorobenzoate was dropwise added to a THF suspension of lithium aluminum hydride under cooling on an ice-methanol bath, followed by stirring at room temperature for 1 hour to obtain 4-[(4′-chloro-2′-methylbiphenyl-3-yl)methoxy]-2-fluorobenzyl alcohol. By adding manganese dioxide to a THF solution of the resulting 4-[(4′-chloro-2′-methylbiphenyl-3-yl)methoxy]-2-fluorobenzyl alcohol and stirring at 40° C. for 17 hours, 4-[(4′-chloro-2′-methylbiphenyl-3-yl)methoxy]-2-fluorobenzaldehyde was obtained.

Sources & evidence

ORD record
ord-480a285a710446c289aa56f454cead93
Source dataset
uspto-grants-2011_06
Patent number
US07968552B2

Reaction notes

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