Lithium Hydroxide → HCID 67355400, compound

HRID 1670821Notes

Reaction equation

HRID 1670821 reaction equation
C[O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[C:15]([Cl:17])[C:14]([CH2:18][N:19]3[CH2:23][CH2:22][CH:21]([CH:24]4[CH2:29][CH2:28][CH:27]([O:30][Si:31]([C:44]([CH3:47])([CH3:46])[CH3:45])([C:38]5[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=5)[C:32]5[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=5)[CH2:26][CH2:25]4)[C:20]3=[O:48])=[C:13]([Cl:49])[CH:12]=2)=[CH:7][CH:6]=1)=[O:4].[Li+].[OH-]>C1COCC1.CO.C(OCC)(=O)C>[C:44]([Si:31]([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)([C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)[O:30][CH:27]1[CH2:28][CH2:29][CH:24]([CH:21]2[CH2:22][CH2:23][N:19]([CH2:18][C:14]3[C:15]([Cl:17])=[CH:16][C:11]([C:8]4[CH:7]=[CH:6][C:5]([C:3]([OH:4])=[O:2])=[CH:10][CH:9]=4)=[CH:12][C:13]=3[Cl:49])[C:20]2=[O:48])[CH2:25][CH2:26]1)([CH3:47])([CH3:45])[CH3:46]

Participants

6

Reactant 2

HCID 3939Lithium HydroxideHCID 67355680HCID 67355680, compound

Product 1

HCID 67355400HCID 67355400, compoundYield 100.2%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
50 °C

Procedure

Treat a solution of 4′-{3-[4-(tert-butyl-diphenyl-silanyloxy)-cyclohexyl]-2-oxo-pyrrolidin-1-ylmethyl}-3′,5′-dichloro-biphenyl-4-carboxylic acid methyl ester (0.56 g) in THF (5 mL ) and methanol (1 mL) with 2N LiOH (5 mL) and stir at 50° C. for 2 hours. Cool the reaction, dilute with ethyl acetate (25 mL), and wash with 1 N HCl (10 mL). Dry the organic layer (Na2SO4) and remove the solvent in vacuo to afford 0.55 g (99%) of the title compound. MS (m/z): 700 (M+).

Workup

  1. temperatureCool
  2. customthe reaction
  3. washwash with 1 N HCl (10 mL)
  4. dry with materialDry the organic layer (Na2SO4)
  5. customremove the solvent in vacuo

Sources & evidence

ORD record
ord-a51916cb36eb421aacfb5dba961c127c
Source dataset
uspto-grants-2011_08
Patent number
US07994176B2

Reaction notes

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