Hydrochloric Acid → HCID 86734012, compound

HRID 435802Notes

Reaction equation

HRID 435802 reaction equation
[C:1]([CH2:6][CH:7]1[O:14][CH:10]2[CH2:11][CH2:12][CH2:13][CH:9]2[CH:8]1/[CH:15]=[CH:16]/[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])(OCC)=[O:2].CCCCCCC.[H-].C([Al+]CC(C)C)C(C)C.Cl>CCCCCC>[CH:1]([CH2:6][CH:7]1[O:14][CH:10]2[CH2:11][CH2:12][CH2:13][CH:9]2[CH:8]1/[CH:15]=[CH:16]/[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])=[O:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8900HeptaneHCID 21225700DiisobutylaluminumhydrideHCID 86734011HCID 86734011, compound

Product 1

HCID 86734012HCID 86734012, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Conditions

Temperature
-78 °C

Procedure

To a solution of 1.00 g. (0.00308 mole) of 2-(carbethoxymethyl)-3-(1-trans-octenyl)-1,1-dioxolano cyclopentane in 5 ml. of heptane at -78° C. and under nitrogen is added dropwise 2.60 ml. of a solution of 25% diisobutylaluminum hydride in hexane. The resulting solution is stirred at -78° C. for 2.5 hours and then poured into cold dilute hydrochloric acid. The organic phase is washed with saturated brine, dried (Na2SO4), and evaporated to yield 0.863 g. of a colorless oil. IR 2695, 1723, 1045, 970 cm-1.

Workup

  1. washThe organic phase is washed with saturated brine
  2. dry with materialdried (Na2SO4)
  3. customevaporated
  4. customto yield 0.863 g

Sources & evidence

ORD record
ord-1773a0630da64222aa18010084793812
Source dataset
uspto-grants-1977_02
Patent number
US04006179

Reaction notes

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