Lithium Hydroxide → HCID 71238281, compound

HRID 1401885Notes

Reaction equation

HRID 1401885 reaction equation
C([O:5][C:6](=[O:36])[C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH:14]([C:20]2[CH:25]=[CH:24][C:23]([C:26]3[CH2:31][CH2:30][C@@H:29]([C:32]([CH3:35])([CH3:34])[CH3:33])[CH2:28][CH:27]=3)=[CH:22][CH:21]=2)[C:15]([O:17]CC)=[O:16])=[CH:9][CH:8]=1)(C)(C)C.[OH-].[Li+].OP([O-])(O)=O.[K+]>C1COCC1.CO.O>[C:32]([C@@H:29]1[CH2:30][CH2:31][C:26]([C:23]2[CH:24]=[CH:25][C:20]([CH:14]([C:15]([OH:17])=[O:16])[CH2:13][C:10]3[CH:9]=[CH:8][C:7]([C:6]([OH:36])=[O:5])=[CH:12][CH:11]=3)=[CH:21][CH:22]=2)=[CH:27][CH2:28]1)([CH3:35])([CH3:33])[CH3:34]

Participants

7

Reactant 3

HCID 3939Lithium HydroxideHCID 516951Monobasic potassium phosphateHCID 67211831HCID 67211831, compound

Product 1

HCID 71238281HCID 71238281, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To 4-{2-[4-(4-(R)-tert-Butylcyclohex-1-enyl)-phenyl]-2-ethoxylcarbonyl-ethyl}-benzoic acid tert-butyl ester (63 mg, 0.13 mmol) dissolved in a solution of THF (3 mL), MeOH (1 mL) and water (1 mL) was added lithium hydroxide (27 mg, 0.64 mmol). The solution was stirred at rt for 5 hrs then neutralized with 3M KH2PO4 and extracted with ethyl acetate. The organic portion was washed with brine, dried over Na2SO4 and concentrated under vacuum to afford crude material which was used without further purification.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic portion was washed with brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated under vacuum
  5. customto afford crude material which
  6. customwas used without further purification

Sources & evidence

ORD record
ord-09b86d27f4b1459db025d7925c1f1d88
Source dataset
uspto-grants-2014_12
Patent number
US08907103B2

Reaction notes

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