1-Bromohexadecane → HCID 13076757, compound

HRID 1583919Notes

Reaction equation

HRID 1583919 reaction equation
[C:1]([C:5]1[C:14]([OH:15])=[CH:13][C:8]2[N:9]=[C:10]([CH3:12])[O:11][C:7]=2[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[CH2:22](Br)[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37]>CN(C)C=O>[C:1]([C:5]1[C:14]([O:15][CH2:37][CH2:36][CH2:35][CH2:34][CH2:33][CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH3:22])=[CH:13][C:8]2[N:9]=[C:10]([CH3:12])[O:11][C:7]=2[CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 82131-BromohexadecaneHCID 11430Potassium CarbonateHCID 12886750HCID 12886750, compound

Product 1

HCID 13076757HCID 13076757, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

6.9 g of the benzoxazole derivative obtained in Step (c) above was dissolved in 50 ml of dimethylformamide and the solution was stirred at 80° to 90° C. for 6 hours together with 8 g of anhydrous potassium carbonate and 11 g of hexadecyl bromide. After the completion of the reaction, the insoluble material was removed by filtration. To the filtrate was added 150 ml of methanol and the mixture was cooled with ice to precipitate crystals. The crystals were collected by filtration, thus obtained 8.8 g (62%) yield) of 6-tert-butyl-5-hexadecyloxy-2-methylbenzoxazole.

Workup

  1. customAfter the completion of the reaction
  2. customthe insoluble material was removed by filtration
  3. additionTo the filtrate was added 150 ml of methanol
  4. temperaturethe mixture was cooled with ice
  5. customto precipitate crystals
  6. filtrationThe crystals were collected by filtration, thus obtained 8.8 g (62%)

Sources & evidence

ORD record
ord-de0d5940eb88473c8abcbf0953c28cc7
Source dataset
uspto-grants-1985_11
Patent number
US04555470

Reaction notes

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