1-Bromohexadecane → HCID 12886752, compound

HRID 1105976Notes

Reaction equation

HRID 1105976 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 composed of 18.0 g of 6-hydroxy-2-methylbenzoxazole synthesized in Synthesis Example 1, 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. Solids were removed from the reacting solution by filtration, and the filtrate was poured into 500 ml of methanol. The crystals formed were separated by filtration to obtain 45.0 g of 6-hexadecyloxy-2-methylbenzoxazole.

Workup

  1. customSolids were removed from the reacting solution by filtration
  2. additionthe filtrate was poured into 500 ml of methanol
  3. customThe crystals formed
  4. customwere separated by filtration

Sources & evidence

ORD record
ord-bad29c0d8c2949e7bb5f42b378f70fd5
Source dataset
uspto-grants-1982_01
Patent number
US04310693

Reaction notes

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