Ethyl Acetate → 4-Benzoyloxy-1-octyne

HRID 1448365Notes

Reaction equation

HRID 1448365 reaction equation
[OH:1][CH:2]([CH2:6][CH2:7][CH2:8][CH3:9])[CH2:3][C:4]#[CH:5].C([O:13][CH2:14][CH3:15])(=O)C>>[C:14]([O:1][CH:2]([CH2:6][CH2:7][CH2:8][CH3:9])[CH2:3][C:4]#[CH:5])(=[O:13])[C:15]1[CH:7]=[CH:6][CH:2]=[CH:3][CH:4]=1

Participants

3

Reactant 2

HCID 8857Ethyl AcetateHCID 1036561-Octyn-4-ol

Product 1

HCID 204420544-Benzoyloxy-1-octyne

Procedure

From fractions 13-20 is obtained 75 mg. of colorless oil, identical to 4-hydroxy-1-octyne, [α]D25 =-17°±1.0° (C=0.77, ethyl acetate). This compound has the (R)-configuration.

Workup

  1. customFrom fractions 13-20 is obtained 75 mg

Sources & evidence

ORD record
ord-4b586b6ca30540b6a135e389410b06ed
Source dataset
uspto-grants-1979_12
Patent number
US04179451

Reaction notes

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