Hydrochloric Acid → HCID 20059356, compound

HRID 1086080Notes

Reaction equation

HRID 1086080 reaction equation
[H-].C([Al+]CC(C)C)C(C)C.[F:11][C:12]1[CH:17]=[CH:16][C:15]([CH:18]([C:29]2[CH:34]=[CH:33][C:32]([F:35])=[CH:31][CH:30]=2)[CH:19]([C:25]([CH3:28])([CH3:27])[CH3:26])[C:20](OCC)=[O:21])=[CH:14][CH:13]=1.Cl>C(Cl)Cl>[F:11][C:12]1[CH:13]=[CH:14][C:15]([CH:18]([C:29]2[CH:30]=[CH:31][C:32]([F:35])=[CH:33][CH:34]=2)[CH:19]([C:25]([CH3:28])([CH3:27])[CH3:26])[CH2:20][OH:21])=[CH:16][CH:17]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 20059351HCID 20059351, compoundHCID 21225700Diisobutylaluminumhydride

Product 1

HCID 20059356HCID 20059356, compoundYield 73.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
-10 °C

Procedure

Diisobutylaluminum hydride (20 mL of 1M solution, 20 mmol) was added to a solution of ethyl 3,3-bis(4-fluorophenyl)-2-(1,1dimethylethyl)propionate (2.0 g, 5.8 mmol) in 20 mL of methylene chloride at -70° C. The solution was stirred at -70° C. for 4 hours and at -10° C. for 18 hours. The solution was hydrolyzed by addition of 2N hydrochloric acid. The aqueous layer was separated and extracted with methylene chloride. The combined organic portions were dried with magnesium sulfate and concentrated in vacuo. The residue was crystallized from hexane to give 1.3 g of the title compound; m.p. =106°-108° C.

Workup

  1. customThe aqueous layer was separated
  2. extractionextracted with methylene chloride
  3. dry with materialThe combined organic portions were dried with magnesium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe residue was crystallized from hexane

Sources & evidence

ORD record
ord-3242d77d9de64f88a3510c784a6cf5d3
Source dataset
uspto-grants-1991_04
Patent number
US05011947

Reaction notes

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