Sodium Azide → HCID 13292769, compound

HRID 1382626Notes

Reaction equation

HRID 1382626 reaction equation
Br[CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8](/[C:11](/[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[C:12](\[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)/[C:13]([F:16])([F:15])[F:14])=[CH:7][CH:6]=1.[N-:29]=[N+:30]=[N-:31].[Na+]>COCCO.O>[N:29]([CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8](/[C:11](/[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[C:12](\[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)/[C:13]([F:16])([F:15])[F:14])=[CH:7][CH:6]=1)=[N+:30]=[N-:31]

Participants

5

Reactant 2

HCID 33557Sodium AzideHCID 13292770HCID 13292770, compound

Product 1

HCID 13292769HCID 13292769, compoundYield 82.2%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 80192-MethoxyethanolSolvent

Procedure

9.83 g (22 mmoles) of (E)-1-[4-(2-bromoethoxy)-phenyl]-1,2-diphenyl-3,3,3-trifluoro-propene are dissolved in 100 ml of 2-methoxyethanol, a solution of 2.86 g (44 mmoles) of sodium azide in 10 ml of water is added, and the mixture is boiled for one hour. The reaction mixture is processed as described in Example 5, and the product is recrystallized twice from ethanol. 7.40 g (82%) of the aimed compound are obtained; m.p.: 73°-75° C.

Workup

  1. customthe product is recrystallized twice from ethanol

Sources & evidence

ORD record
ord-0e07e1eb2117425781e2138323f16132
Source dataset
uspto-grants-1989_02
Patent number
US04806685

Reaction notes

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