Sodium Hydroxide → HCID 70470762, compound

HRID 1982375Notes

Reaction equation

HRID 1982375 reaction equation
C([O:3][C:4]([C:6]1[CH:27]=[CH:26][C:9]2[O:10][CH2:11][C:12]3[CH:25]=[CH:24][CH:23]=[CH:22][C:13]=3[CH:14]([N:15]3[CH2:20][CH2:19][N:18]([CH3:21])[CH2:17][CH2:16]3)[C:8]=2[CH:7]=1)=[O:5])C.[OH-].[Na+:29]>CO>[Na+:29].[CH3:21][N:18]1[CH2:17][CH2:16][N:15]([CH:14]2[C:13]3[CH:22]=[CH:23][CH:24]=[CH:25][C:12]=3[CH2:11][O:10][C:9]3[CH:26]=[CH:27][C:6]([C:4]([O-:5])=[O:3])=[CH:7][C:8]2=3)[CH2:20][CH2:19]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 13456009HCID 13456009, compound2×

Product 1

HCID 70470762HCID 70470762, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 3.66 g of 11-(4-methylpiperazino)-6,11-dihydrodibenz[b,e]oxepin-2-carboxylic acid ethyl ester (compound 1) and 0.44 g of sodium hydroxide in 100 ml of 50% aqueous methanol was heated under reflux for one hour. The reaction mixture was concentrated to dryness to obtain 11-(4-methylpiperazino)-6,11-dihydrodibenz[b,e]oxepin-2-carboxylic acid sodium salt as residue. This product was subjected to column chromatography on silica gel using methanol:acetic acid (100:3 v/v) as eluent. Then, the main fraction was concentrated to dryness, and the residue was triturated in dichloromethane to obtain 4.10 g of 11-(4-methylpiperazino)-6,11-dihydrodibenz[b,e]oxepin-2-carboxylic acid diacetate/dihydrate (compound 3) (yield: 83.0%)

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for one hour
  3. concentrationThe reaction mixture was concentrated to dryness

Sources & evidence

ORD record
ord-45304af594a64d13bb0f1e7616ac825a
Source dataset
uspto-grants-1986_06
Patent number
US04596804

Reaction notes

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