HCID 86741335, compound → HCID 86741337, compound

HRID 1905790Notes

Reaction equation

HRID 1905790 reaction equation
CCOCC.C([O:10][CH2:11][CH:12]([O:30][CH3:31])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19]/[CH:20]=[CH:21]\[CH2:22]/[CH:23]=[CH:24]\[CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])(C)(C)C>C(OC(=O)C)(=O)C>[CH3:31][O:30][CH:12]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19]/[CH:20]=[CH:21]\[CH2:22]/[CH:23]=[CH:24]\[CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[CH2:11][OH:10]

Participants

3

Reactant 1

HCID 86741335HCID 86741335, compound

Product 1

HCID 86741337HCID 86741337, compound

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

(Z,Z)-(±)-1-t-butoxy-10,13-nonadecadiene-2-ol, from Example 1, was reacted with methyl iodide under Williamson conditions as in Example 1 to yield the mixed ether (Z,Z)-(±)-1-t-butoxy-2-methoxy-10,13-nonadecadiene; and the ether on the C-1 hydroxyl was cleaved by ferric chloride in acetic anhydride to yield (Z,Z)-(±)-2-methoxy-10,13-nonadecadien-1-ol having the following characteristics.

Sources & evidence

ORD record
ord-036be91b9cf749a8bb60c5aa0d3ca868
Source dataset
uspto-grants-1987_03
Patent number
US04647685

Reaction notes

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