Diethyl Ether → HCID 178491330, compound

HRID 223752Notes

Reaction equation

HRID 223752 reaction equation
[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[CH:7][CH:6]=[CH:5][C:4]=1[OH:11].[N:12]#[C:13]Br.CCOCC.[N-:20]=[N+:21]=[N-:22].[Na+]>O.C(N(CC)CC)C>[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[CH:7][CH:6]=[CH:5][C:4]=1[O:11][C:13]1[NH:12][N:22]=[N:21][N:20]=1

Participants

7

Reactant 4

HCID 3283Diethyl EtherHCID 10476Cyanogen BromideHCID 33557Sodium AzideHCID 788282,3-Dimethoxyphenol

Product 1

HCID 178491330HCID 178491330, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8471TriethylamineSolvent

Procedure

To a stirred mixture of 50 g. of 2,3-dimethoxyphenol, 35 g. of cyanogen bromide and 300 ml. of ether, maintained at 10°-15° C., 47 ml. of triethylamine was added dropwise over a period of 30 minutes. A solution of 25 g. of sodium azide in 100 ml. of water was added rapidly and the mixture was heated under reflux with stirring for an hour.

Workup

  1. additionTo a stirred mixture of 50 g
  2. temperaturethe mixture was heated
  3. temperatureunder reflux

Sources & evidence

ORD record
ord-55532d9a46bd496a963ecbd40f9ca089
Source dataset
uspto-grants-1982_10
Patent number
US04356207

Reaction notes

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