Sodium Hydroxide → 85795-31-9

HRID 1702193Notes

Reaction equation

HRID 1702193 reaction equation
[CH3:1][N:2]1[C:6]([CH2:7][C:8]([O:10]C)=[O:9])=[CH:5][C:4]2[CH2:12][O:13][C:14]3[CH:21]=[C:20]([CH3:22])[CH:19]=[CH:18][C:15]=3[C:16](=[O:17])[C:3]1=2.[OH-].[Na+]>CO.O>[CH3:1][N:2]1[C:6]([CH2:7][C:8]([OH:10])=[O:9])=[CH:5][C:4]2[CH2:12][O:13][C:14]3[CH:21]=[C:20]([CH3:22])[CH:19]=[CH:18][C:15]=3[C:16](=[O:17])[C:3]1=2

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 13179849HCID 13179849, compound

Product 1

HCID 1317985085795-31-9Yield 90.4%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To an ice-cooled suspension of 1.74 g (0.006 m) of methyl 4,10-dihydro-1,7-dimethyl-10-oxo-1H[1]-benzoxepino[4,3-b]pyrrole-2-acetate in a mixture of methanol (50 ml) and water (5 ml) under a nitrogen atmosphere was added 2.5 N sodium hydroxide solution (2.6 cc, 0.0066 m) over 1 minute. After 30 minutes the ice-bath was removed, and the mixture stirred at ambient temperatures for five hours. The mixture was diluted to ca. 150 ml with water, aged, filtered, and the filtrate acidified dropwise with 2.0 N hydrochloric acid. After filtration, washing and drying, 1.5 g of product was obtained which upon recrystallization from i-propanol-water yielded pure 4,10-dihydro-1,7-dimethyl-10-oxo-1H[1]-benzoxepino[4,3-b]-pyrrole-2-acetic acid, m.p. 196°-197° C.

Workup

  1. customAfter 30 minutes the ice-bath was removed
  2. additionThe mixture was diluted to ca. 150 ml with water
  3. filtrationfiltered
  4. filtrationAfter filtration
  5. washwashing
  6. customdrying

Sources & evidence

ORD record
ord-5b9cb92948a042e7bb66fc8aa518e5a9
Source dataset
uspto-grants-1983_04
Patent number
US04380645

Reaction notes

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