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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 15621Generated: October 23, 2026

Formaldehyde → Undecanal, 2-methylene-

https://huagongshe.com/en/reaction/15621

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantStearic AcidHCID 5281—
ReactantDibutylamineHCID 8148—
ReactantUndecanalHCID 8186—
ProductUndecanal, 2-methylene-HCID 897051,583.3%

Reaction Conditions

Temperature95 °C

Reaction Steps

A 3 L four-necked flask equipped with a stirrer, a thermometer and a reflux condenser was charged with 1043 g (6.0 mol) of n-undecanal, 520 g (6.4 mol) of a 37% by mass formaldehyde aqueous solution, 47 g (0.36 mol) of dibutyl amine and 33 g (0.11 mol) of stearic acid, and the contents in the flask were stirred while heating at 95° C. After the elapse of 30 min. it was confirmed that no n-undecanal was present in the raw mixture, and then the mixture was cooled and separated into two layers. The thus separated organic layer was subjected to distillation treatment, thereby obtaining 1062 g (5.7 mol) of α-methylene undecanal (purity as measured by gas chromatography: 97%) (yield based on theoretical amount: 95%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732644B2
Source datasetuspto-grants-2010_06
ORD IDord-ed318f7105764e938d27aaa8efcdf566
Source noteuspto-grants-2010_06