Potassium Carbonate → HCID 20298006, compound

HRID 1389068Notes

Reaction equation

HRID 1389068 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][OH:13].[O:14]1CCC[CH2:16][CH:15]1OC1CCCCO1.[C:27]1([P:33]([C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)[C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[Br-:1].[C:40]1([P+:33]([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][O:13][C:15](=[O:14])[CH3:16])[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 11776TriphenylphosphineHCID 69934109HCID 69934109, compound2×

Product 1

HCID 20298006HCID 20298006, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 30 g. (0.102 moles) of 11-bromo-undecanol acetate (Formula VI, X=Br, Y=COCH3), 26.72 g. (0.102 moles) of triphenyl phosphine and 0.5 g. of potassium carbonate in 100 ml. of dry acetonitrile is refluxed for 15 hours. The solution is cooled, diluted with 200 ml. of dry ether, and the upper ether phase is decanted from the separated oily substance. This operation is repeated twice with 200 ml. of dry ether. The obtained 45.3 g. (80%) of triphenyl-(11-acetoxy-undecyl)-phosphonium bromide (Formula V, X=Br, Y=COCH3) is dried in vacuo.

Workup

  1. temperatureThe solution is cooled
  2. additiondiluted with 200 ml
  3. customof dry ether, and the upper ether phase is decanted from the separated oily substance
  4. dry with material(80%) of triphenyl-(11-acetoxy-undecyl)-phosphonium bromide (Formula V, X=Br, Y=COCH3) is dried in vacuo

Sources & evidence

ORD record
ord-2c7defc6a14143599f129dce082a31f7
Source dataset
uspto-grants-1981_01
Patent number
US04243660

Reaction notes

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