Hydrochloric Acid → HCID 86733883, compound

HRID 1834813Notes

Reaction equation

HRID 1834813 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-c673bb2da399473f9cb4a009ee9baefd
Source dataset
uspto-grants-1978_01
Patent number
US04071542

Reaction notes

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