1-Bromohexadecane → HCID 12886752, compound

HRID 615653Notes

Reaction equation

HRID 615653 reaction equation
[OH:1][C:2]1[CH:11]=[CH:10][C:5]2[N:6]=[C:7]([CH3:9])[O:8][C:4]=2[CH:3]=1.Br[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:28]([O:1][C:2]1[CH:11]=[CH:10][C:5]2[N:6]=[C:7]([CH3:9])[O:8][C:4]=2[CH:3]=1)[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH3:13]

Participants

5

Reactant 3

HCID 82131-BromohexadecaneHCID 11430Potassium CarbonateHCID 6765042-Methyl-1,3-benzoxazol-6-ol

Product 1

HCID 12886752HCID 12886752, compoundYield 100.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of 18.0 g of 6-hydroxy-2-methylbenzoxazole, 36.6 g of 1-bromohexadecane, 24.0 g of potassium carbonate and 120 ml of N,N-dimethylformamide was stirred at 90° C. for 4.5 hours. The reaction solution was filtered to remove solids and the filtrate was poured into 500 ml of methanol to precipitate crystals. These crystals were collected by filtration. 45.0 g of 6-hexadecyloxy-2-methylbenzoxazole was obtained.

Workup

  1. filtrationThe reaction solution was filtered
  2. customto remove solids
  3. additionthe filtrate was poured into 500 ml of methanol
  4. customto precipitate crystals
  5. filtrationThese crystals were collected by filtration

Sources & evidence

ORD record
ord-71cf8c853b3444c9a27075aae9944732
Source dataset
uspto-grants-1985_02
Patent number
US04500626

Reaction notes

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