Phosphorus oxychloride → HCID 54057493, compound

HRID 1086086Notes

Reaction equation

HRID 1086086 reaction equation
P(Cl)(Cl)(Cl)=O.[CH:6]1([CH:9]([C:17]([C:26]2[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=2)([C:19]2[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=2)O)[C:10]([O:12][CH2:13][CH2:14][CH2:15][CH3:16])=[O:11])[CH2:8][CH2:7]1>N1C=CC=CC=1>[CH:6]1([C:9](=[C:17]([C:19]2[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=2)[C:26]2[CH:27]=[CH:28][C:29]([F:32])=[CH:30][CH:31]=2)[C:10]([O:12][CH2:13][CH2:14][CH2:15][CH3:16])=[O:11])[CH2:8][CH2:7]1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 15133032HCID 15133032, compound

Product 1

HCID 54057493HCID 54057493, compoundYield 79.4%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
25 °C

Procedure

Phosphorous oxychloride (1 mL) was added slowly to a solution of butyl 2-cyclopropyl-3,3-bis(4-fluorophenyl)-3-hydroxypropionate (0.2 g, 0.53 mmol) in 4.5 mL of pyridine at -10° C. After stirring for 18 hours at 25° C., the mixture was heated at 100°-110° C. for 1.25 hours. The mixture was poured over ice and extracted with diethyl ether. The extracts were dried with magnesium sulfate to give 0.15 g of the title compound as an oil. MS(FAB): m/e =356 for M+ of C22H22F2O2.

Workup

  1. temperaturethe mixture was heated at 100°-110° C. for 1.25 hours
  2. additionThe mixture was poured over ice
  3. extractionextracted with diethyl ether
  4. dry with materialThe extracts were dried with magnesium sulfate

Sources & evidence

ORD record
ord-596888e1ecb44520988b2c95c7fe025f
Source dataset
uspto-grants-1991_04
Patent number
US05011947

Reaction notes

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