Hydrochloric Acid → Methyl cyclohex-1-ene-1-carboxylate
Reaction equation
[CH:1]1([C:7]([O:9][CH3:10])=[O:8])[CH2:6][CH2:5][CH2:4][CH:3]=[CH:2]1.[Na].Cl>CO>[C:1]1([C:7]([O:9][CH3:10])=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Methyl 2-cyclohexene-1-carboxylate (4.0 g; 28.5 m. moles) was added to a solution of sodium (0.73 g; 31.7 m. moles) in methanol (20 ml) and the mixture was allowed to stand at room temperature for a period of 21/2 hours. The mixture was poured into dilute hydrochloric acid, extracted with ether (4×25 ml) and the combined extracts washed with dilute aqueous sodium carbonate and then water. The dried (MgSO4) extract was evaporated and the residue distilled to give methyl 1-cyclohexene-1-carboxylate (3.5 g; yield 87.5%), b.p. 84° C./15 mm.
Workup
- extractionextracted with ether (4×25 ml)
- washthe combined extracts washed with dilute aqueous sodium carbonate
- dry with materialThe dried (MgSO4)
- extractionextract
- customwas evaporated
- distillationthe residue distilled
Sources & evidence
- ORD record
- ord-aab44d68fe3b4b499e5282b93b4398db
- Source dataset
- uspto-grants-1981_02
- Patent number
- US04249015
Reaction notes
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