Potassium Carbonate → HCID 23335124, compound

HRID 903801Notes

Reaction equation

HRID 903801 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+].[CH2:21]([C:28]1[CH:32]=[CH:31][NH:30][C:29]=1[CH2:33]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][CH2:33][C:29]2[NH:30][CH:31]=[CH:32][C:28]=2[CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[O:9])[C:6]1([CH3:11])[CH3:12]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 203049423-(2,2,2-Trifluoroethoxy)-2,2-dimethylcyclopropanecarboxylic acidHCID 23335175HCID 23335175, compound

Product 1

HCID 23335124HCID 23335124, 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 (4.14 mmol) and 1.146 g potassium carbonate (8.29 mmol), after which is added 4.00 mmol of 3-benzylpyrrolylmethyl bromide. This mixture is stirred under nitrogen for 15 hours. 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 3-benzylpyrrolylmethyl 3-(2,2,2-trifluoroethoxy)-2,2-dimethylcyclopropanecarboxylate.

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-ebe40becb3ce493f84979b2d952d6517
Source dataset
uspto-grants-1980_10
Patent number
US04229352

Reaction notes

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