Methanol → 2-Pentadecyn-1-ol

HRID 617850Notes

Reaction equation

HRID 617850 reaction equation
C([O:4][CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([C:13](=O)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=CC=1)(=O)C.[CH3:22]O>Cl>[CH2:5]([OH:4])[C:6]#[C:7][CH2:12][CH2:11][CH2:10][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:22]

Participants

4

Reactant 2

HCID 887MethanolHCID 217075284-Octanoylphenethyl acetate

Product 1

HCID 5344292-Pentadecyn-1-ol

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
65 °C

Procedure

The compound (12.374 g) of (1) above was dissolved in a 1N solution (230 ml) of hydrochloric acid in methanol and the mixture was heated at 65° C. for 1.5 hours. The reaction mixture was concentrated under reduced pressure and the residue was purified by silica gel column chromatography to give 8.465 g of 2-pentadecynyl alcohol.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-826971be34f44dcd85793718fcf47764
Source dataset
uspto-grants-1999_09
Patent number
US05952316

Reaction notes

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