Hydrochloric Acid → HCID 11994756, compound

HRID 1012344Notes

Reaction equation

HRID 1012344 reaction equation
[CH:1]1([C:7]2[C:8]3[CH:9]=[CH:10][C:11]([C:24]([O:26]C)=[O:25])=[CH:12][C:13]=3[N:14]3[CH2:23][CH2:22][C:21]4[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=4[C:15]=23)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[Na+].Cl>O1CCCC1.CO>[CH:1]1([C:7]2[C:8]3[CH:9]=[CH:10][C:11]([C:24]([OH:26])=[O:25])=[CH:12][C:13]=3[N:14]3[CH2:23][CH2:22][C:21]4[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=4[C:15]=23)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 11995002HCID 11995002, compound

Product 1

HCID 11994756HCID 11994756, compoundYield 92.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of methyl 12-cyclohexyl-5,6-dihydroindolo[2,1-a]isoquinoline-9-carboxylate (337 mg, 0.93 mmol) in tetrahydrofuran (3 ml) and methanol (3 ml) was added 4N aqueous sodium hydroxide solution (3.0 ml), and the mixture was stirred at room temperature for 15 hr. The reaction mixture was acidified with 2N hydrochloric acid. The precipitated solid was collected by filtration and dried in vacuo to give 12-cyclohexyl-5,6-dihydroindolo[2,1-a]isoquinoline-9-carboxylic acid (298 mg, yield 92.3%).

Workup

  1. filtrationThe precipitated solid was collected by filtration
  2. customdried in vacuo

Sources & evidence

ORD record
ord-27f49fb4010343a08bda59cae5721ea5
Source dataset
uspto-grants-2011_07
Patent number
US07977331B1

Reaction notes

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