Water → HCID 131715525, compound

HRID 1252482Notes

Reaction equation

HRID 1252482 reaction equation
[N-:1]=[N+]=[N-].[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>[NH2:1][CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:11]=[C:12]2[CH:15]([CH2:16][N:17]3[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]3)[CH:14]([CH3:23])[C:13]2=[CH:24][CH:25]=1

Participants

5

Reactant 3

HCID 962WaterHCID 33557Sodium AzideHCID 131715046HCID 131715046, compound

Product 1

HCID 131715525HCID 131715525, 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-16a50c3f13e54304829d0b0908412ad7
Source dataset
uspto-grants-1988_05
Patent number
US04743600

Reaction notes

Loading…