HCID 15133042, compound → HCID 67944144, compound

HRID 1086075Notes

Reaction equation

HRID 1086075 reaction equation
[H-].C([Al+]CC(C)C)C(C)C.[F:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]([C:32]2[CH:37]=[CH:36][C:35]([F:38])=[CH:34][CH:33]=2)=[C:19]([CH:25]([CH:29]([CH3:31])[CH3:30])[CH:26]([CH3:28])[CH3:27])[C:20](OCC)=[O:21])=[CH:14][CH:13]=1>C(Cl)Cl>[F:11][C:12]1[CH:13]=[CH:14][C:15]([CH:18]([C:32]2[CH:33]=[CH:34][C:35]([F:38])=[CH:36][CH:37]=2)[C:19]([CH:25]([CH:26]([CH3:27])[CH3:28])[CH:29]([CH3:31])[CH3:30])=[CH:20][OH:21])=[CH:16][CH:17]=1

Participants

4

Reactant 2

HCID 15133042HCID 15133042, compoundHCID 21225700Diisobutylaluminumhydride

Product 1

HCID 67944144HCID 67944144, compoundYield 93.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Diisobutylaluminum hydride (33 mL of 1M solution, 33 mmol) was added to a solution of ethyl 3,3-bis(4-fluorophenyl)-2-[2-methyl-1-(1-methylethyl)-propyl]propenoate (2.5 g, 6.5 mmole) in methylene chloride at -70° C. After stirring for 5 hours, the temperature had risen to -20° C. and the reaction was quenched with 2N hydrochloric acid. The organic layer was separated, dried with magnesium sulfate and concentrated in vacuo to give 2.1 g of the title compound as an oil. MS(CI): m/e =344 for M+ of C22H26F2O.

Workup

  1. customhad risen to -20° C.
  2. customthe reaction was quenched with 2N hydrochloric acid
  3. customThe organic layer was separated
  4. dry with materialdried with magnesium sulfate
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-57fdc0e44f9f4dcd8310f3365fa9c205
Source dataset
uspto-grants-1991_04
Patent number
US05011947

Reaction notes

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