Water → HCID 20464725, compound

HRID 325436Notes

Reaction equation

HRID 325436 reaction equation
[OH-:1].[Na+:2].[Br:3]Br.O.[Cl:6][C:7]1[CH:26]=[CH:25][C:10]2[C:11](=[O:24])[C:12]3[N:13]([CH3:23])[C:14]([CH2:19][C:20](=[O:22])C)=[CH:15][C:16]=3[CH2:17][O:18][C:9]=2[CH:8]=1>CCOCC>[Br:3][O-:1].[Na+:2].[Cl:6][C:7]1[CH:26]=[CH:25][C:10]2[C:11](=[O:24])[C:12]3[N:13]([CH3:23])[C:14]([CH2:19][C:20]([OH:22])=[O:1])=[CH:15][C:16]=3[CH2:17][O:18][C:9]=2[CH:8]=1

Participants

7

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 24408BromineHCID 20464791HCID 20464791, compound

Product 2

HCID 20464725HCID 20464725, compoundHCID 23673712Sodium hypobromite

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A cold solution of sodium hypobromite is prepared from 1.6 g. of sodium hydroxide, 3.2 g of bromine, and 10 g of ice and water. To this solution is added with stirring 1-[7-chloro-4,10-dihydro-1-methyl-10-oxo-1H[1]benzoxepino[4,3-b]pyrrole-2-yl]propan-2-one (Q) (1.5 g, 0.005 m), while keeping the temperature below 10° C. The resulting mixture is stirred at low temperature for an additional 4 hours before water and ether are added. The layers are separated and the aqueous layer is treated with a sufficient amount of sodium bisulfite. The treated aqueous layer is filtered and the filtrate acidified with 2 N hydrochloric acid to give crude 7-chloro-4,10-dihydro-1-methyl-10-oxo-1H[1]benzoxepino[4,3-b]pyrrol-2-acetic acid.

Workup

  1. customthe temperature below 10° C
  2. additionare added
  3. customThe layers are separated
  4. additionthe aqueous layer is treated with a sufficient amount of sodium bisulfite
  5. filtrationThe treated aqueous layer is filtered

Sources & evidence

ORD record
ord-b77b08b6a38c46348ebcf3060e745eb9
Source dataset
uspto-grants-1984_04
Patent number
US04440779

Reaction notes

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