Hydrochloric Acid → 13-Cyclohexyl-10-(methoxycarbonyl)-6,7-dihydroindolo[1,2-d][1,4]benzoxazepine-6-carboxylic acid

HRID 421942Notes

Reaction equation

HRID 421942 reaction equation
[CH:1]1([C:7]2[C:8]3[CH:9]=[CH:10][C:11]([C:29]([O:31][CH3:32])=[O:30])=[CH:12][C:13]=3[N:14]3[C:20]=2[C:19]2[CH:21]=[CH:22][CH:23]=[CH:24][C:18]=2[O:17][CH:16]([C:25]([O:27]C)=[O:26])[CH2:15]3)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl>C1COCC1.CO.O.[OH-].[Li+]>[CH:1]1([C:7]2[C:8]3[CH:9]=[CH:10][C:11]([C:29]([O:31][CH3:32])=[O:30])=[CH:12][C:13]=3[N:14]3[C:20]=2[C:19]2[CH:21]=[CH:22][CH:23]=[CH:24][C:18]=2[O:17][CH:16]([C:25]([OH:27])=[O:26])[CH2:15]3)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 66674678Dimethyl 13-cyclohexyl-6,7-dihydroindolo[1,2-d][1,4]benzoxazepine-6,10-dicarboxylate

Product 1

HCID 2315237113-Cyclohexyl-10-(methoxycarbonyl)-6,7-dihydroindolo[1,2-d][1,4]benzoxazepine-6-carboxylic acidYield 99%

Reagents, catalysts & solvents 2

HCID 168937Lithium hydroxide, monohydrateSolventHCID 21899815MeOH tetrahydrofuranSolvent

Procedure

Dimethyl 13-cyclohexyl-6,7-dihydroindolo[1,2-d][1,4]benzoxazepine-6,10-dicarboxylate was dissolved in THF:MeOH (1:1) (0.02 M) and to that solution 1.4 eq. of an aq. solution of lithium hydroxide monohydrate (0.1 N) were added. The solution was stirred at RT for 2 h. Volatiles were reduced in vacuo, the residue acidified with 1N HCl (aq) and the resultant precipitate filtered and dried in vacuo to afford the title compound (99%). (ES+) m/z 420 (M+H)+.

Workup

  1. additionwere added
  2. filtrationthe resultant precipitate filtered
  3. customdried in vacuo

Sources & evidence

ORD record
ord-d65fce59ef254c22b648532e4020380e
Source dataset
uspto-grants-2012_01
Patent number
US08101595B2

Reaction notes

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