Diethyl Ether → HCID 22837141, compound

HRID 569525Notes

Reaction equation

HRID 569525 reaction equation
[CH3:1][C:2]1([CH3:21])[C@@H:4]([C:5]#[C:6][C:7](=[O:13])[O:8][CH2:9][CH:10]([F:12])[F:11])[C@H:3]1[C:14]([O:16]C(C)(C)C)=[O:15].C1(C)C=CC(S(O)(=O)=O)=CC=1.CCOCC>C1(C)C=CC=CC=1>[CH3:1][C:2]1([CH3:21])[C@@H:4]([C:5]#[C:6][C:7](=[O:13])[O:8][CH2:9][CH:10]([F:11])[F:12])[C@H:3]1[C:14]([OH:16])=[O:15]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 6101p-Toluenesulfonic acidHCID 86740314HCID 86740314, compound

Product 1

HCID 22837141HCID 22837141, compoundYield 96.8%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 5.2 g of the product of Step B and 500 mg of p-toluene sulfonic acid in 40 ml of toluene was refluxed for 25 minutes and after cooling, 400 ml of ether were added thereto. The mixture was washed with water and the organic phase was dried and evaporated to dryness to obtain 4.1 g of (1R,cis)2,2-dimethyl-3-[3-oxo-3-(2,2-difluoroethoxy)-1-propynyl]-cyclopropane-carboxylic acid.

Workup

  1. temperaturewas refluxed for 25 minutes
  2. temperatureafter cooling
  3. washThe mixture was washed with water
  4. customthe organic phase was dried
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-66783425445f45eea749f3acbd3b1b17
Source dataset
uspto-grants-1988_03
Patent number
US04732903

Reaction notes

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