Hydrochloric Acid → HCID 22621650, compound

HRID 840077Notes

Reaction equation

HRID 840077 reaction equation
[CH2:1]([C:6]([CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])=[CH2:7])[CH2:2][CH2:3][CH2:4][CH3:5].CC(C)([O-])C.[K+].[CH:19]([Br:22])(Br)[Br:20].Cl>O>[Br:20][C:19]1([Br:22])[CH2:7][C:6]1([CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 5558BromoformHCID 5447436-MethyleneundecaneHCID 23665647Potassium tert-butoxide

Product 1

HCID 22621650HCID 22621650, compoundYield 83.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 4.16 g (0.0247 mol) of 2-pentyl-hept-1-ene in 31 ml of pentanes, was added 4.95 g (0.0441 mol) of potassium t-butoxide. While cooling the resulting mixture to an internal temperature of 5° C., 4.01 ml ( 0.0459 mol) of bromoform was added slowly via addition funnel. The reaction mixture was allowed to warm naturally to room temperature and left overnight. To the reaction mixture was added 25 ml of water then 36 ml of 1 N hydrochloric acid. The resulting mixture was transferred to a separatory funnel and the phases were separated. The organic layer was dried over MgSO4 and filtered. The solvent was removed from the filtrate in vacuo to yield 7.00 g (83.4% of theory) of 2,2-dibromo-1,1-dipentyl-cyclopropane as an oil.

Workup

  1. additionwas added slowly via addition funnel
  2. customThe resulting mixture was transferred to a separatory funnel
  3. customthe phases were separated
  4. dry with materialThe organic layer was dried over MgSO4
  5. filtrationfiltered
  6. customThe solvent was removed from the filtrate in vacuo

Sources & evidence

ORD record
ord-b08833cc09f042afb30a584c41404ce2
Source dataset
uspto-grants-2002_04
Patent number
US06365549B2

Reaction notes

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