Hydrochloric Acid → HCID 13243507, compound

HRID 2418752Notes

Reaction equation

HRID 2418752 reaction equation
[N:1]([CH:4]1[CH2:10][CH2:9][C:8]2[CH:11]=[CH:12][C:13]([O:15][CH3:16])=[CH:14][C:7]=2[N:6]([CH2:17][C:18]([O:20]CC)=[O:19])[C:5]1=[O:23])=[N+:2]=[N-:3].[OH-].[Na+].Cl>CO.O>[N:1]([CH:4]1[CH2:10][CH2:9][C:8]2[CH:11]=[CH:12][C:13]([O:15][CH3:16])=[CH:14][C:7]=2[N:6]([CH2:17][C:18]([OH:20])=[O:19])[C:5]1=[O:23])=[N+:2]=[N-:3]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 13339962HCID 13339962, compound

Product 1

HCID 13243507HCID 13243507, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

A suspension of 3-azido-1-ethoxycarbonylmethyl-8-methoxy-2,3,4,5-tetrahydro-1H-[1]-benzazepin-2-one (13.8 g) in methanol (75 ml) was treated with a solution of sodium hydroxide (1.9 g) in water (75 ml). The reaction mixture was stirred at 40°-45° for 2 hours. Water (100 ml) was added and the mixture was acidified with concentrated hydrochloric acid (10 ml) and extracted with methylene chloride (3×75 ml). The combined methylene chloride solutions were dried over magnesium sulfate and evaporated at reduced pressure to give 3-azido-1-carboxymethyl-8-methoxy-2,3,4,5-tetrahydro-1H-[1]-benzazepin-2-one, m.p. 145°-147°.

Workup

  1. extractionextracted with methylene chloride (3×75 ml)
  2. dry with materialThe combined methylene chloride solutions were dried over magnesium sulfate
  3. customevaporated at reduced pressure

Sources & evidence

ORD record
ord-1ad309cc156241c69b90453633ff387a
Source dataset
uspto-grants-1984_09
Patent number
US04473575

Reaction notes

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