Water → HCID 131715041, compound

HRID 980802Notes

Reaction equation

HRID 980802 reaction equation
[N-:1]=[N+:2]=[N-:3].[Na+].Br[CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:11]=[C:12]2[CH:15]([C:16]([N:18]3[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]3)=[O:17])[CH2:14][C:13]2=[CH:24][CH:25]=1.O>C(O)C.O>[N:1]([CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:11]=[C:12]2[CH:15]([C:16]([N:18]3[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23]3)=[O:17])[CH2:14][C:13]2=[CH:24][CH:25]=1)=[N+:2]=[N-:3]

Participants

5

Reactant 3

HCID 962WaterHCID 33557Sodium AzideHCID 131715042HCID 131715042, compound

Product 1

HCID 131715041HCID 131715041, compound

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

Sodium azide (2.4 g) is added to a stirred solution of 5-(3-bromopropoxy)-1-(1-piperidinylcarbonyl)benzocyclobutene (12.8 g) in ethanol/water (13 ml/130 ml). The reaction mixture is refluxed overnight, poured into water, washed with methylene chloride and the organic extract washed, dried, filtered and evaporated in vacuo affording the desired azide product as an oil, which is used in the next step without further purification.

Workup

  1. temperatureThe reaction mixture is refluxed overnight
  2. washwashed with methylene chloride
  3. extractionthe organic extract
  4. washwashed
  5. customdried
  6. filtrationfiltered
  7. customevaporated in vacuo

Sources & evidence

ORD record
ord-c920b47a9c854e79bef436db81ec47e9
Source dataset
uspto-grants-1987_01
Patent number
US04639442

Reaction notes

Loading…