Water → HCID 21505571, compound

HRID 1287618Notes

Reaction equation

HRID 1287618 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[S:12][C:11]3[CH:13]=[CH:14][CH:15]=[CH:16][C:10]=3[CH:9]=[C:8]([N:17]3[CH2:22][CH2:21][N:20]([CH2:23][CH2:24][CH2:25][OH:26])[CH2:19][CH2:18]3)[C:7]=2[CH:27]=1.[C:28](Cl)(=[O:36])[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35].O.[OH-].[NH4+]>C1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[S:12][C:11]3[CH:13]=[CH:14][CH:15]=[CH:16][C:10]=3[CH:9]=[C:8]([N:17]3[CH2:18][CH2:19][N:20]([CH2:23][CH2:24][CH2:25][O:26][C:28](=[O:36])[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])[CH2:21][CH2:22]3)[C:7]=2[CH:27]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8124Octanoyl chlorideHCID 14923Ammonium HydroxideHCID 3038748HCID 3038748, compound

Product 1

HCID 21505571HCID 21505571, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

To a solution of 10.0 grams of 8-methoxy-10-[4-(3-hydroxypropyl)piperazino]dibenzo[b,f]thiepin in 50 milliliters of benzene was added 9.1 grams of caprylyl chloride (octanoyl chloride) and the mixture was allowed to stand for 48 hours. Thereafter 150 milliliters of water and 20 milliliters of concentrated aqueous ammonium hydroxide solution was added thereto and the resulting mixture was shaken with benzene. The benzene extract was separated form the aqueous solution, filtered, and the filtrate was washed with water, dried over anhydrous potassium carbonate, and the benzene was evaporated therefrom. The residue was dissolved in 30 milliliters of acetone and to this solution was added a solution of 2.9 grams of maleic acid in 10 milliliters of acetone.

Workup

  1. extractionThe benzene extract
  2. customwas separated form the aqueous solution
  3. filtrationfiltered
  4. washthe filtrate was washed with water
  5. dry with materialdried over anhydrous potassium carbonate
  6. customthe benzene was evaporated
  7. dissolutionThe residue was dissolved in 30 milliliters of acetone and to this solution
  8. additionwas added a solution of 2.9 grams of maleic acid in 10 milliliters of acetone

Sources & evidence

ORD record
ord-72c45a19c23b4fe39e47193b102ca43b
Source dataset
uspto-grants-1976_10
Patent number
US03985750

Reaction notes

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