Hydrochloric Acid → HCID 15133050, compound

HRID 1086087Notes

Reaction equation

HRID 1086087 reaction equation
[H-].C([Al+]CC(C)C)C(C)C.[CH:11]1([C:17](=[C:25]([C:33]2[CH:38]=[CH:37][C:36]([F:39])=[CH:35][CH:34]=2)[C:26]2[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=2)[C:18](OCCCC)=[O:19])CCC[CH2:13][CH2:12]1.Cl>C(Cl)Cl>[CH:11]1([C:17](=[C:25]([C:26]2[CH:27]=[CH:28][C:29]([F:32])=[CH:30][CH:31]=2)[C:33]2[CH:38]=[CH:37][C:36]([F:39])=[CH:35][CH:34]=2)[CH2:18][OH:19])[CH2:13][CH2:12]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 21225700DiisobutylaluminumhydrideHCID 54503806HCID 54503806, compound

Product 1

HCID 15133050HCID 15133050, compoundYield 63.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Diisobutylaluminum hydride (6.6 mL of 1M solution, 6.6 mmol) was added to a solution of butyl 2-cyclohexyl-3,3-bis(4-fluorophenyl)propenoate (0.8 g, 2.2 mmol) in 10 mL of methylene chloride at -70° C. After stirring for 2.0 hours the mixture was hydrolyzed by adding 2N hydrochloric acid. The organic layer was separated, washed with water, dried over magnesium sulfate and concentrated in vacuo. The residue was crystallized from hexane to give 0.4 g of the title compound; m.p. =88°-90° C.

Workup

  1. customThe organic layer was separated
  2. washwashed with water
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe residue was crystallized from hexane

Sources & evidence

ORD record
ord-edcacaa053ac46a98bc517db71e9d7fb
Source dataset
uspto-grants-1991_04
Patent number
US05011947

Reaction notes

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