HCID 15133041, compound → HCID 67944159, compound

HRID 1086072Notes

Reaction equation

HRID 1086072 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:26]2[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=2)=[C:19]([CH3:25])[C:20](OCC)=[O:21])=[CH:14][CH:13]=1>ClCCl>[F:11][C:12]1[CH:17]=[CH:16][C:15]([CH:18]([C:26]2[CH:27]=[CH:28][C:29]([F:32])=[CH:30][CH:31]=2)[C:19]([CH3:25])=[CH:20][OH:21])=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 15133041HCID 15133041, compoundHCID 21225700Diisobutylaluminumhydride

Product 1

HCID 67944159HCID 67944159, compoundYield 79.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Diisobutylaluminum hydride (80 mL of 1M solution, 80 mmol) was added to a solution of ethyl 3,3-bis(4-fluorophenyl)-2-methylpropenoate (8.0 g, 26.5 mmol).in 75 mL dichloromethane at -70° C. After stirring for 4 hours the solution was quenched with 1N hydrochloride acid. The organic layer was separated, dried with magnesium sulfate and concentrated in vacuo to give 5.5 g of the title compound as a clear oil. MS(EI): m/e =260 for M+ of C16H14F2O.

Workup

  1. customat -70° C
  2. customwas quenched with 1N hydrochloride acid
  3. customThe organic layer was separated
  4. dry with materialdried with magnesium sulfate
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-b2141284f4364de09d73d4e368f5d104
Source dataset
uspto-grants-1991_04
Patent number
US05011947

Reaction notes

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