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Hydrochloric Acid → HCID 68834656, compound

HRID 987600
Notes
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Reaction equation

HRID 987600 reaction equation
C[O:2][C:3]([CH:5]1[CH2:10][CH2:9][C:8]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)([CH2:11][NH:12][C:13]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[O:21][C:22]#[CH:23])=[O:14])[CH2:7][CH2:6]1)=[O:4].O.[OH-].[Li+].O.Cl>CO>[C:3]([CH:5]1[CH2:10][CH2:9][C:8]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)([CH2:11][NH:12][C:13]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[O:21][C:22]#[CH:23])=[O:14])[CH2:7][CH2:6]1)([OH:4])=[O:2]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 68831233HCID 68831233, compound

Product 1

HCID 68834656HCID 68834656, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 1-methoxycarbonylmethylidenyl-4-phenyl-4-(3-(2-methoxyphenyl)-3-oxo-2-azaprop-1-yl)-cyclohexane (32.2 mg, 0.082 mmol) in 3.0 mL of methanol was added lithium hydroxide monohydrate (6.9 mg, 0.164 mmol) and water (1 mL) and the reaction mixture was heated at 60° C. for 8 h. To the solution was then added 2N HCl to bring the pH=3.0 and volatiles were removed by vacuum. The white solid was dissolved in CH2Cl2 and filtered through celite (to remove LiCl) and evaporated to give the title compound.

Workup

  1. customwere removed by vacuum
  2. dissolutionThe white solid was dissolved in CH2Cl2
  3. filtrationfiltered through celite (to remove LiCl)
  4. customevaporated

Sources & evidence

ORD record
ord-c3d703c10f174898ada3a4d37e100c43
Source dataset
uspto-grants-2003_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06632836B1

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes