Methanol → HCID 22184403, compound

HRID 1679614Notes

Reaction equation

HRID 1679614 reaction equation
[CH:1]12[CH2:9][CH:5]([C:6]1([CH3:8])[CH3:7])[CH2:4][CH:3]([C:10](Cl)=[O:11])[CH:2]2[CH3:13].[CH3:14][OH:15]>N1C=CC=CC=1>[CH3:14][O:15][C:10]([CH:3]1[CH2:4][CH:5]2[CH2:9][CH:1]([C:6]2([CH3:8])[CH3:7])[CH:2]1[CH3:13])=[O:11]

Participants

4

Reactant 2

HCID 887MethanolHCID 54233952HCID 54233952, compound

Product 1

HCID 22184403HCID 22184403, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

4 g of (+)-pinane-3-carboxylic acid chloride are mixed with methanol and the solution is boiled under reflux in the presence of pyridine, then concentrated to a small volume, mixed with water and extracted with ether. Fractional distillation of the dried ether solution gives (+)-pinane-3-carboxylic acid methyl ester boiling at from 55 to 56° C/0.2 mm Hg and having an optical rotation of [α]D24 = +18.9° (pure).

Workup

  1. concentrationconcentrated to a small volume
  2. additionmixed with water
  3. extractionextracted with ether
  4. distillationFractional distillation of the dried ether solution

Sources & evidence

ORD record
ord-96a4789208e84dd69dd16f97be189cc3
Source dataset
uspto-grants-1978_03
Patent number
US04081477

Reaction notes

Loading…