Potassium Carbonate → HCID 20344577, compound

HRID 2049827Notes

Reaction equation

HRID 2049827 reaction equation
[F:1][C:2]([F:14])([F:13])[CH2:3][O:4][CH:5]1[CH:7]([C:8]([OH:10])=[O:9])[C:6]1([CH3:12])[CH3:11].C(=O)([O-])[O-].[K+].[K+].[O:21]([C:28]1[CH:29]=[C:30]([CH:33]=[CH:34][CH:35]=1)[CH2:31]Br)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>CN(C=O)C>[F:1][C:2]([F:13])([F:14])[CH2:3][O:4][CH:5]1[CH:7]([C:8]([O:10][CH2:31][C:30]2[CH:33]=[CH:34][CH:35]=[C:28]([O:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH:29]=2)=[O:9])[C:6]1([CH3:11])[CH3:12]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 945441-(Bromomethyl)-3-phenoxybenzeneHCID 203049423-(2,2,2-Trifluoroethoxy)-2,2-dimethylcyclopropanecarboxylic acid

Product 1

HCID 20344577HCID 20344577, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To 10 ml DMF is added 0.88 g 3-(2,2,2-trifluoroethoxy)-2,2-dimethylcyclopropanecarboxylic acid (4.l4 mmol) and 1.146 g potassium carbonate (8.29 mmol), after which is added 12 g m-phenoxybenzyl bromide. This mixture is stirred under nitrogen for 15 hr. The reaction mixture is extracted with ether and the ether phase is washed with water (3X) and brine, and dried over sodium sulfate. The solvent is then removed to yield m-phenoxybenzyl 3-(2,2,2-trifluoroethoxy)-2,2-dimethylcyclopropanecarboxylate, MS m/e 394.1 (M+).

Workup

  1. extractionThe reaction mixture is extracted with ether
  2. washthe ether phase is washed with water (3X) and brine
  3. dry with materialdried over sodium sulfate
  4. customThe solvent is then removed

Sources & evidence

ORD record
ord-12c91acb74a6456c9a3ef3dc270fa9f0
Source dataset
uspto-grants-1980_04
Patent number
US04198527

Reaction notes

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