Methanol → HCID 5283301, compound

HRID 1389062Notes

Reaction equation

HRID 1389062 reaction equation
[CH2:1]([OH:18])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10]/[CH:11]=[CH:12]\[CH2:13][CH2:14][CH2:15][CH2:16][CH3:17].O1CCCCC1OC1CCCCO1.CO>Cl.O>[CH2:1]([OH:18])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10]/[CH:11]=[CH:12]\[CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]

Participants

5

Reactant 2

HCID 887MethanolHCID 86737423HCID 86737423, compound2×

Product 1

HCID 5283301HCID 5283301, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 962WaterSolvent

Procedure

5 g. of (Z)-11-heptadecenol-tetrahydropyranyl-ether (Formula III, R=CH3, Y=tetrahydropyranyl) are dissolved in 30 ml. of methanol. 4-5 drops of hydrochloric acid are added to the solution, and the mixture is stirred at room temperature for 3 hours. The reaction mixture is poured into water and extracted with 100 ml. of methylene chloride. The extract is washed with water, dried over magnesium sulfate, filtered, and the solvent is evaporated in vacuo. 2.8 g. of (Z)-11-heptadecenol (Formula II, R=CH3) are obtained as a residue.

Workup

  1. extractionextracted with 100 ml
  2. washThe extract is washed with water
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. customthe solvent is evaporated in vacuo

Sources & evidence

ORD record
ord-9cca30c8372e4feb9dc858b9ca6bc02b
Source dataset
uspto-grants-1981_01
Patent number
US04243660

Reaction notes

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