Lithium Hydroxide → HCID 66856040, compound

HRID 1042455Notes

Reaction equation

HRID 1042455 reaction equation
C[O:2][C:3](=[O:22])[CH:4]=[CH:5][C:6]1[C:11]([CH2:12][CH2:13][CH3:14])=[CH:10][C:9]([C:15]([F:18])([F:17])[F:16])=[CH:8][C:7]=1[CH2:19][CH2:20][CH3:21].[Li+].[OH-]>C1COCC1.CO>[CH2:12]([C:11]1[CH:10]=[C:9]([C:15]([F:16])([F:18])[F:17])[CH:8]=[C:7]([CH2:19][CH2:20][CH3:21])[C:6]=1[CH:5]=[CH:4][C:3]([OH:22])=[O:2])[CH2:13][CH3:14]

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 66855655HCID 66855655, compound

Product 1

HCID 66856040HCID 66856040, compoundYield 82%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

3-(2,6-Dipropyl-4-trifluoromethyl-phenyl)-acrylic acid methyl ester (343 mg) was reacted with 1N LiOH (5 ml) in THF (10 ml) and CH3OH (5 ml) for 1 hr. The reaction mixture was concentrated in vacuo. Water (30 ml) was added to the resulting residue, which was neutralized with 1N HCl solution. The mixture was extracted with ethyl acetate (30 ml×3). The combined organic layer was dried over MgSO4. The filterate was concentrated in vacuo to yield title compound (250 mg, 82%).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. additionWater (30 ml) was added to the resulting residue, which
  3. extractionThe mixture was extracted with ethyl acetate (30 ml×3)
  4. dry with materialThe combined organic layer was dried over MgSO4
  5. concentrationThe filterate was concentrated in vacuo

Sources & evidence

ORD record
ord-c21f71fe1c9b4b7f9af09e0945a90506
Source dataset
uspto-grants-2013_10
Patent number
US08557872B2

Reaction notes

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