Vanillin → 4-[(6-Hydroxyhexyl)oxy]-3-methoxybenzaldehyde

HRID 2204917Notes

Reaction equation

[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][C:3]=1[O:10][CH3:11].Cl[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][OH:19]>>[OH:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][O:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][C:3]=1[O:10][CH3:11]

Participants

Reactant 2

HCID 1183Vanillin

HCID 748286-Chloro-1-hexanol

Product 1

HCID 180087914-[(6-Hydroxyhexyl)oxy]-3-methoxybenzaldehydeYield 88%

Procedure

4-[(6-hydroxyhexyl)oxy]-3-methoxybenzaldehyde is prepared starting from 4-hydroxy-3-methoxybenzaldehyde and 6-chlorohexan-1-ol according the same procedure following for example 7 in 88% yield. This material proves chromatographically homogenous and displays spectral characteristics consistent with its assigned structure.

Sources & evidence

ORD record: ord-cd074e8007df40488ce0b8738a3ee121
Source dataset: uspto-grants-2016_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09366906B2

Reaction notes

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