Sodium Azide → Butane, 3-azido-1,1,1-trifluoro-

HRID 1248455Notes

Reaction equation

HRID 1248455 reaction equation
[F:1][C:2]([F:8])([F:7])[CH2:3][CH:4](I)[CH3:5].[N-:9]=[N+:10]=[N-:11].[Na+]>C(O)C>[N:9]([CH:4]([CH3:5])[CH2:3][C:2]([F:8])([F:7])[F:1])=[N+:10]=[N-:11]

Participants

4

Procedure

1,1,1-Trifluoro-3-iodobutane (20.00 g, 0.084 mol) was added slowly to a stirred solution of sodium azide (13.00 g, 0.200 mol) in aqueous ethanol (60% ethanol, 200 ml) contained in a 500 ml flask (3-necked) with an argon lute, then refluxed for 11 h. The solution was extracted with ether (250 ml), which was washed and dried, and shown by g.l.c. analysis (2 m D.N.P. at 60°) to contain one major product, 3-azido-1,1,1-trifluorobutane, [approximately 9 g (estimated from g.l.c. analysis), 0.059 mol, 70%] which was not isolated because of the explosive hazard.

Workup

  1. customcontained in a 500 ml flask
  2. temperature(3-necked) with an argon lute, then refluxed for 11 h
  3. extractionThe solution was extracted with ether (250 ml), which
  4. washwas washed
  5. customdried
  6. customanalysis (2 m D.N.P. at 60°)
  7. customwas not isolated because of the explosive hazard

Sources & evidence

ORD record
ord-6c7c5208a4184fbd9b9716f878f2b08e
Source dataset
uspto-grants-1985_06
Patent number
US04524152

Reaction notes

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