1-Bromohexadecane → HCID 20556312, compound

HRID 1105701Notes

Reaction equation

HRID 1105701 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:15])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.[CH2:16](Br)[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31].C(=O)([O-])[O-].[K+].[K+]>CN(C)P(N(C)C)(N(C)C)=O>[CH2:31]([NH:1][C:2]1[CH:3]=[CH:4][C:5]([C:8](=[O:15])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:6][CH:7]=1)[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH3:16]

Participants

5

Reactant 3

HCID 82131-BromohexadecaneHCID 11430Potassium CarbonateHCID 143464-Aminobenzophenone

Product 1

HCID 20556312HCID 20556312, compound

Reagents, catalysts & solvents 1

HCID 12679HexamethylphosphoramideSolvent

Procedure

p-Aminobenzophenone (75 g.) is heated with hexadecyl bromide (200 g.) in dry hexamethylphosphoramide (300 ml.) containing anhydrous potassium carbonate (90 g.) for 16 hours at 100° C. The solution is cooled to room temperature, filtered to remove solids, and the filtrate is diluted with cold water (20 ml.). The solid so obtained is collected and washed with water. Recrystallization from ethanol followed by dichloromethane provides the product of the Example.

Workup

  1. filtrationfiltered
  2. customto remove solids
  3. additionthe filtrate is diluted with cold water (20 ml.)
  4. customThe solid so obtained
  5. customis collected
  6. washwashed with water
  7. customRecrystallization from ethanol
  8. customprovides the product of the Example

Sources & evidence

ORD record
ord-452d7bf28beb4d4ba302f6d045e2c4d2
Source dataset
uspto-grants-1982_01
Patent number
US04309553

Reaction notes

Loading…