Hydrochloric Acid → HCID 53907371, compound

HRID 1288509Notes

Reaction equation

HRID 1288509 reaction equation
[CH2:1]([CH:8](P(OCC)(=O)OCC)[CH:9]=[CH:10][CH3:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].Cl>CCOCC>[C:2]1([CH2:1][CH:8]=[CH:9][CH2:10][CH3:11])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 21226445Aluminium lithium hydride2×HCID 54220448HCID 54220448, compound

Product 1

HCID 53907371HCID 53907371, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

1.4 g (5 millimols) of diethyl 1-benzyl-2-butenephosphonate (a mixture of trans- and cis-forms) was dissolved in 10 ml. of dry ether, and the solution was stirred while being cooled with ice water. To the resulting solution was added 110 mg of lithium aluminum hydride, and the mixture was continued to be stirred. In about 2 hours, the reaction mixture was cooled with ice water, and with stirring, dilute hydrochloric acid was gradually added dropwise to decompose excess lithium aluminum hydride. the reaction mixture was extracted with ether, washed with an aqueous solution of sodium hydrogen carbonate and then with water, and dried. The solution was concentrated, and the residue was distilled at reduced pressure to afford 0.65 g (yield 89%) of 1-phenyl-2-pentene having a boiling point of 88° C. (14 torr). The analysis values of the product were as follows:

Workup

  1. dissolutionwas dissolved in 10 ml
  2. stirringwith stirring
  3. extractionthe reaction mixture was extracted with ether
  4. washwashed with an aqueous solution of sodium hydrogen carbonate
  5. dry with materialwith water, and dried
  6. concentrationThe solution was concentrated
  7. distillationthe residue was distilled at reduced pressure

Sources & evidence

ORD record
ord-459562fa60c84babad860315e0ee81f6
Source dataset
uspto-grants-1976_10
Patent number
US03988380

Reaction notes

Loading…