Water → HCID 23333588, compound

HRID 904197Notes

Reaction equation

HRID 904197 reaction equation
[CH2:1]([N:3]1[CH2:9][C:8]2[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=2[C:6](=[O:14])[C:5]2[CH:15]=[C:16]([CH2:19][C:20]([O:22]C)=[O:21])[CH:17]=[CH:18][C:4]1=2)[CH3:2].[OH-].[Na+].O>CO>[CH2:1]([N:3]1[CH2:9][C:8]2[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=2[C:6](=[O:14])[C:5]2[CH:15]=[C:16]([CH2:19][C:20]([OH:22])=[O:21])[CH:17]=[CH:18][C:4]1=2)[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 23333630HCID 23333630, compound

Product 1

HCID 23333588HCID 23333588, compoundYield 81.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A mixed liquid of methyl 5,6-dihydro-5-ethyl-11-oxodibenz[b,e]azepine-2-acetate (0.9 g), sodium hydroxide (2 g), methanol (50 ml) and water (20 ml) was heated under refluxing for 2 hours. After the reaction, methanol was distilled off, and the remaining aqueous layer was washed with ether. The aqueous layer was treated with activated carbon powder, and a 5% sulfuric acid aqueous solution was added while cooling the layer with ice. The precipitated crystals were collected by filtration, washed in water, and vacuum-dried over P2O5 to obtain 5,6-dihydro-5-ethyl-11-oxodibenz[b,e]azepine-2-acetic acid (0.7 g), the desired compound, as yellow powdery crystals.

Workup

  1. temperatureunder refluxing for 2 hours
  2. distillationwas distilled off
  3. washthe remaining aqueous layer was washed with ether
  4. additionThe aqueous layer was treated with activated carbon powder
  5. additiona 5% sulfuric acid aqueous solution was added
  6. temperaturewhile cooling the layer with ice
  7. filtrationThe precipitated crystals were collected by filtration
  8. washwashed in water
  9. dry with materialvacuum-dried over P2O5

Sources & evidence

ORD record
ord-76d9dee2df174082bca67300886b914f
Source dataset
uspto-grants-1980_10
Patent number
US04230703

Reaction notes

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