HCID 118037534, compound → HCID 118037868, compound

HRID 2272484Notes

Reaction equation

HRID 2272484 reaction equation
[Cl:1][C:2]1[C:7]([O:8][CH:9]([CH3:11])[CH3:10])=[C:6]([CH2:12][OH:13])[CH:5]=[C:4]([CH:14]2[CH2:16][CH2:15]2)[C:3]=1[C:17]1[CH:22]=[CH:21][C:20]([F:23])=[CH:19][C:18]=1[F:24]>[O-2].[O-2].[Mn+4].C1(C)C=CC=CC=1>[Cl:1][C:2]1[C:7]([O:8][CH:9]([CH3:10])[CH3:11])=[C:6]([CH:12]=[O:13])[CH:5]=[C:4]([CH:14]2[CH2:16][CH2:15]2)[C:3]=1[C:17]1[CH:22]=[CH:21][C:20]([F:23])=[CH:19][C:18]=1[F:24]

Participants

4

Reactant 1

HCID 118037534HCID 118037534, compound

Product 1

HCID 118037868HCID 118037868, compoundYield 77%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 1140TolueneSolvent

Procedure

Manganese dioxide (5.37 g) was added at room temperature to a toluene (30 mL) solution of (2-chloro-6-cyclopropyl-2′,4′-difluoro-3-isopropoxybiphenyl-4-yl)methanol (2.18 g), and the mixture was stirred at 60 C for 1 hour in a nitrogen atmosphere. The solid was filtered off, and then, the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to obtain the title compound (1.67 g)

Workup

  1. filtrationThe solid was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate)

Sources & evidence

ORD record
ord-7182e05b65cf4ea9a4e6c3832c63b9d1
Source dataset
uspto-grants-2015_09
Patent number
US09120777B2

Reaction notes

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