Methyl iodide → HCID 86741335, compound

HRID 1905789Notes

Reaction equation

[C:1]([O:5][CH2:6][CH:7]([OH:25])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]/[CH:15]=[CH:16]\[CH2:17]/[CH:18]=[CH:19]\[CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])([CH3:4])([CH3:3])[CH3:2].[CH3:26]I>>[CH3:2][CH2:1][O:5][CH2:6][CH3:7].[C:1]([O:5][CH2:6][CH:7]([O:25][CH3:26])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]/[CH:15]=[CH:16]\[CH2:17]/[CH:18]=[CH:19]\[CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])([CH3:3])([CH3:4])[CH3:2]

Participants

Reactant 2

HCID 6328Methyl iodide

HCID 13785601HCID 13785601, compound

Product 1

HCID 86741335HCID 86741335, compound

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-0d67b0e3755a4684a2f53ae597d745b2
Source dataset: uspto-grants-1987_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04647685

Reaction notes

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