Methanol → HCID 5283301, compound

HRID 1389066Notes

Reaction equation

HRID 1389066 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-hexadecenol-tetrahydropyranyl ether (Formula III, R=H, Y=tetrahydropyranyl) are dissolved in 30 ml. of methanol, and 3 to 4 drops of hydrochloric acid are added. The solution 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. 3 g. of Z-11-hexadecenol (Formula II, R=H) 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-4b7a5762e165466c9a2cf2e0a77b1bde
Source dataset
uspto-grants-1981_01
Patent number
US04243660

Reaction notes

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