Diethyl Ether → HCID 68193192, compound

HRID 1626821Notes

Reaction equation

HRID 1626821 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([F:21])([F:20])[C:15]([O:17]CC)=O)=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.C[Li].[CH2:24](OCC)C.[Cl-].[NH4+]>O1CCCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:9]=[CH:10][C:11]([C:14]([F:20])([F:21])[C:15]([CH3:24])=[O:17])=[CH:12][CH:13]=2)=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 25517Ammonium ChlorideHCID 68196377HCID 68196377, compoundHCID 178418348HCID 178418348, compound

Product 1

HCID 68193192HCID 68193192, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Ethyl (4′-bromobiphenyl-4-yl)(difluoro)acetate (1.8 g, 5.1 mmol) obtained in Example 30-(1) was dissolved in tetrahydrofuran (20 mL), and a solution of methyllithium in diethyl ether (1.1 M, 14 mL, 15 mmol) was added under a nitrogen atmosphere at −78° C., followed by stirring at the same temperature for 30 minutes. A saturated aqueous ammonium chloride solution was added to the reaction solution, followed by extraction with ethyl acetate, and subsequently the extract was concentrated under reduced pressure to afford 1-(4′-bromobiphenyl-4-yl)-1,1-difluoroacetone as a pale yellow oil.

Workup

  1. extractionfollowed by extraction with ethyl acetate
  2. concentrationsubsequently the extract was concentrated under reduced pressure

Sources & evidence

ORD record
ord-6d1e3a7732f145868ad988de56cce8c1
Source dataset
uspto-grants-2014_07
Patent number
US08785462B2

Reaction notes

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