Sodium → HCID 54564642, compound

HRID 1413228Notes

Reaction equation

HRID 1413228 reaction equation
[CH:1]1([C:13]([O:15][CH3:16])=[O:14])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH:3]=[CH:2]1.[Na]>CO.Cl>[C:1]1([C:13]([O:15][CH3:16])=[O:14])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1

Participants

5

Reactant 2

HCID 5360545SodiumHCID 53918584HCID 53918584, compound

Product 1

HCID 54564642HCID 54564642, compoundYield 90.3%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

Methyl 2-cyclododecene-1-carboxylate (7.75 g; 34.6 m. moles, 85% purity as shown by G.L.C.), was added to a solution of sodium (0.9 g; 39 m. moles) in methanol (50 ml) and the mixture was allowed to stand at 50° C. for 8 hours and then at room temperature for a further 16 hours. The reaction mixture was diluted with dilute hydrochloric acid, extracted four times with ether and the combined extracts washed with dilute sodium carbonate solution. The dried (MgSO4) extract was evaporated to give methyl 1-cyclododecene-1-carboxylate (7.0 g; 85% purity as shown by G.L.C.). This corresponds to a yield of 90%.

Workup

  1. waitat room temperature for a further 16 hours
  2. extractionextracted four times with ether
  3. washthe combined extracts washed with dilute sodium carbonate solution
  4. dry with materialThe dried (MgSO4)
  5. extractionextract
  6. customwas evaporated

Sources & evidence

ORD record
ord-c68894960d6e4935b5b912b277935d86
Source dataset
uspto-grants-1981_02
Patent number
US04249015

Reaction notes

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