Hydrochloric Acid → HCID 86733883, compound

HRID 437902Notes

Reaction equation

HRID 437902 reaction equation
[Cl:1][CH:2]1[O:14][C:3]1([CH3:13])[CH:4]([C:9]([O:11]C)=[CH2:10])[CH2:5]/[CH:6]=[CH:7]\[CH3:8].Cl>O1CCCC1>[Cl:1][CH:2]1[O:14][C:3]1([CH3:13])[CH:4]([C:9](=[O:11])[CH3:10])[CH2:5]/[CH:6]=[CH:7]\[CH3:8]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86733882HCID 86733882, compound

Product 1

HCID 86733883HCID 86733883, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 6.75 g. (31.5 mmol.) of crude (Z)-1-chloro-1,2-epoxy-2-methyl-3-(1-methoxy-ethenyl)-5-heptene in 350 ml. of 2:1 tetrahydrofuran: 10% by weight aqueous hydrochloric acid was stirred at room temperature for 30 minutes, concentrated, extracted with diethyl ether, the ethereal extracts washed with water and saturated aqueous sodium chloride, dried (Na2SO4) and concentrated to afford (Z)-1-chloro-1,2-epoxy-2-methyl-3-acetyl-5-heptene as a yellow oil.

Workup

  1. concentrationconcentrated
  2. extractionextracted with diethyl ether
  3. washthe ethereal extracts washed with water and saturated aqueous sodium chloride
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-f31f7aeaebbc4a918628cf2e73b4c658
Source dataset
uspto-grants-1977_06
Patent number
US04032577

Reaction notes

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