Sodium Hydroxide → HCID 22449317, compound

HRID 2187037Notes

Reaction equation

HRID 2187037 reaction equation
C([O:3][C:4]([CH2:6][CH2:7][CH2:8][C:9]12[CH2:20][CH2:19][CH2:18][C:16]3[C:17]1=[C:12]([CH:13]=[CH:14][CH:15]=3)[NH:11][C:10]2=[O:21])=[O:5])C.[OH-].[Na+]>C(COC)OC>[C:4]([CH2:6][CH2:7][CH2:8][C:9]12[CH2:20][CH2:19][CH2:18][C:16]3[C:17]1=[C:12]([CH:13]=[CH:14][CH:15]=3)[NH:11][C:10]2=[O:21])([OH:5])=[O:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22449323HCID 22449323, compound

Product 1

HCID 22449317HCID 22449317, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

(RS)-2a-(3-ethoxycarbonylpropyl)-2a,3,4,5-tetrahydro-1H-benz[cd]indol-2-one (6.20 g, 21.6 mmol) was dissolved in dimethoxyethane (70 ml). Then, 1N sodium hydroxide solution (22 ml, 22 mmol) was added thereto to effect a reaction at 25° C. for 18 hours. Successively the resulting solution was concentrated and aqueous hydrochloric acid was added to the residue obtained to effect crystallization, followed by filtration. Thus, the crystal was obtained in an amount of 5.45 g (yield 97%). MW 259.30 (C15H17NO3); mass spectrum EIMS m/z 259(M)+

Workup

  1. customa reaction at 25° C. for 18 hours
  2. concentrationSuccessively the resulting solution was concentrated
  3. additionaqueous hydrochloric acid was added to the residue
  4. customobtained
  5. customcrystallization
  6. filtrationfollowed by filtration
  7. customThus, the crystal was obtained in an amount of 5.45 g (yield 97%)

Sources & evidence

ORD record
ord-91510ae94d7340e8b17e20fcbfa94e8f
Source dataset
uspto-grants-2002_06
Patent number
US06407112B1

Reaction notes

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