Acetone → HCID 67393278, compound

HRID 713170Notes

Reaction equation

HRID 713170 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][Br:12].CC(C)=O.[N:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>>[Br-:1].[Br:12][CH:11]([N+:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH3:2]

Participants

4

Reactant 3

HCID 180AcetoneHCID 1049PyridineHCID 2214831,10-Dibromodecane

Product 1

HCID 67393278HCID 67393278, compound

Conditions

Temperature
45 °C

Procedure

To a vigorously stirring flask of 1,10-dibromodecane (337.2 mL; 1.5 mmol) was added pyridine in acetone (50 vol. %; 16.2 mL; 0.1 mmol) dropwise over 5 hours at 30° C. After the addition was complete, the mixture was heated to 45° C. for 18 hours. The reaction mixture was allowed to cool slightly and the resulting white precipitate was filtered over a Buchner funnel. The product was washed thoroughly with hexanes (3×100 mL) and vacuum dried. The product was identified by 1H NMR and mass spectrometry.

Workup

  1. additionAfter the addition
  2. temperatureto cool slightly
  3. filtrationthe resulting white precipitate was filtered over a Buchner funnel
  4. washThe product was washed thoroughly with hexanes (3×100 mL) and vacuum
  5. customdried

Sources & evidence

ORD record
ord-dbe63b3487af445eb766d5fa484a05b1
Source dataset
uspto-grants-2015_11
Patent number
US09181364B2

Reaction notes

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