Sodium Azide → HCID 178514616, compound

HRID 1657560Notes

Reaction equation

HRID 1657560 reaction equation
CS(O[C@H:6]1[CH2:11][CH2:10][C@H:9]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)[CH2:8][CH2:7]1)(=O)=O.[N-:19]=[N+:20]=[N-:21].[Na+]>CN(C)C=O>[F:18][C:15]1[CH:16]=[CH:17][C:12]([C@@H:9]2[CH2:10][CH2:11][C@H:6]([N:19]=[N+:20]=[N-:21])[CH2:7][CH2:8]2)=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 178505314HCID 178505314, compound

Product 1

HCID 178514616HCID 178514616, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 4.22 g. of trans 4-(p-fluorophenyl)cyclohexanol methanesulfonate (obtained as in Example 17) and an equal weight of sodium azide in 45 ml. of dimethylformamide is heated at about 95° C. for about 12 hours. The mixture is taken to dryness on a rotary evaporator and the residue dissolved in water and benzene. The organic layer is washed with water and brine to yield cis 4-(p-fluorophenyl)cyclohexan-1-ylazide.

Workup

  1. additionA mixture of 4.22 g
  2. customThe mixture is taken to dryness on a rotary evaporator
  3. dissolutionthe residue dissolved in water
  4. washThe organic layer is washed with water and brine

Sources & evidence

ORD record
ord-8aaebbfdcd224315a9d50b0d569dac3c
Source dataset
uspto-grants-1976_06
Patent number
US03960961

Reaction notes

Loading…