4-Hydroxybenzaldehyde → HCID 19375134, compound

HRID 128798Notes

Reaction equation

[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.[CH2:10]=[CH:11][CH:12](O)[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]C>>[CH:11]([CH:12]([O:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1)[CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])=[CH2:10]

Participants

Reactant 2

HCID 1264-Hydroxybenzaldehyde

HCID 895601-Nonen-3-ol

Product 1

HCID 19375134HCID 19375134, compound

Procedure

By the method of example 13, 4-hydroxybenzaldehyde and 1-nonen-3-ol are coupled under Mitsunobu conditions, producing 4-((1-ethenylhexyl)oxy)benzaldehyde. By the methods described in example 1, this benzaldehyde is chain-extended and condensed with glyoxylic acid to provide the title compound as a colorless oil after chromatography, which solidifies on standing giving a colorless solid, mp 46°-50°.

Sources & evidence

ORD record: ord-c371c94fadf548abafb111ba822a36b2
Source dataset: uspto-grants-1995_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05464865

Reaction notes

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