Water → HCID 131715048, compound

HRID 980813Notes

Reaction equation

HRID 980813 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]([CH2:16][N:17]3[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]3)[CH:14]([CH3:23])[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]([CH2:16][N:17]3[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]3)[CH:14]([CH3:23])[C:13]2=[CH:24][CH:25]=1)=[N+:2]=[N-:3]

Participants

5

Reactant 3

HCID 962WaterHCID 33557Sodium AzideHCID 131715046HCID 131715046, compound

Product 1

HCID 131715048HCID 131715048, compound

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

Sodium azide (1.49 g) is added to a stirred solution of 5-(3-bromopropoxy)-2-methyl-1-(1-piperidinylmethyl)benzocyclobutene (7.3 g) dissolved in a mixture of ethanol/water (7.3 ml/73 ml). The reaction mixture is refluxed overnight, poured into water and extracted with ether. The organic extract is washed with sat'd aqueous NaCl, dried, filtered and evaporated in vacuo affording the desired product as an oil.

Workup

  1. temperatureThe reaction mixture is refluxed overnight
  2. extractionextracted with ether
  3. extractionThe organic extract
  4. washis washed with sat'd aqueous NaCl
  5. customdried
  6. filtrationfiltered
  7. customevaporated in vacuo

Sources & evidence

ORD record
ord-8c04d2a177374fbe8b999d777151374a
Source dataset
uspto-grants-1987_01
Patent number
US04639442

Reaction notes

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