1-Bromododecane → HCID 19961515, compound

HRID 2309754Notes

Reaction equation

HRID 2309754 reaction equation
Cl.[CH2:2]([O:9][NH2:10])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C(=O)([O-])[O-].[Na+].[Na+].[CH2:17](Br)[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28]>CN(C)C=O>[CH2:28]([NH:10][O:9][CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1)[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH3:17]

Participants

5

Reactant 3

HCID 89191-BromododecaneHCID 10340Sodium CarbonateHCID 102312Benzyloxyamine hydrochloride

Product 1

HCID 19961515HCID 19961515, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of 11.55 g of benzyloxyamine hydrochloride, 31.0 g of sodium carbonate and 34.8 ml of dodecylbromide in 100 ml of dimethylformamide is heated at 70° C. for 24 hours, and a further 24 hours at 80° C. The solvent is removed under reduced pressure and the residue is partitioned between water and methylene chloride. The organic layer is washed with water, brine, dried (MgSO4) and evaporated to give an oily residue. Liquid chromatography affords the title compound as a thick oil.

Workup

  1. customa further 24 hours
  2. customat 80° C
  3. customThe solvent is removed under reduced pressure
  4. customthe residue is partitioned between water and methylene chloride
  5. washThe organic layer is washed with water, brine
  6. dry with materialdried (MgSO4)
  7. customevaporated
  8. customto give an oily residue

Sources & evidence

ORD record
ord-51a555a05efd44caac42416d94b3d003
Source dataset
uspto-grants-1987_09
Patent number
US04696964

Reaction notes

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