Potassium Carbonate → HCID 90229320, compound

HRID 1505753Notes

Reaction equation

HRID 1505753 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].C(=O)([O-])[O-].[K+].[K+].I[CH2:20][CH:21]([F:23])[F:22]>CC(C)=O>[Cl:1][C:2]1[CH:11]=[CH:10][C:9]([O:12][CH2:20][CH:21]([F:23])[F:22])=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 38335651,1-Difluoro-2-iodoethaneHCID 24820256Methyl 2-chloro-5-hydroxybenzoate

Product 1

HCID 90229320HCID 90229320, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a suspension of methyl 2-chloro-5-hydroxybenzoate (50 mg) and potassium carbonate (111 mg) in acetone (1 mL) was added 2-iodo-1,1-difluoroethane (35 μL), and the suspension was reacted at 120° C. for 10 minutes in a microwave synthesizer (Biotage, Initiator). After reaction at 130° C. for additional 15 minutes, the reaction mixture was directly purified on silica gel column chromatography to obtain the titled compound (55 mg) as yellow oil.

Workup

  1. customthe suspension was reacted at 120° C. for 10 minutes in a microwave synthesizer (Biotage, Initiator)
  2. customAfter reaction at 130° C. for additional 15 minutes
  3. customthe reaction mixture was directly purified on silica gel column chromatography

Sources & evidence

ORD record
ord-5e3bed580f5946c9a5757d95a2858363
Source dataset
uspto-grants-2015_12
Patent number
US09216968B2

Reaction notes

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