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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1044449Generated: October 30, 2026

Formamide → N-(3,5-di-tert-butyl-4-hydroxybenzyl)formamide

https://huagongshe.com/reaction/1044449

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormamideHCID 713—
Reactant3,5-Di-tert-butyl-4-hydroxybenzaldehydeHCID 73219—
ReactantAmmonium formateHCID 2723923—
SolventWaterHCID 962—
ProductN-(3,5-di-tert-butyl-4-hydroxybenzyl)formamideHCID 1343836276%

Reaction Conditions

Temperature170 °C

Reaction Steps

A mixture of 11.09 g (47 mmol) 3,5-di-tert.butyl-4-hydroxybenzaldehyde, 40 g ammonium formate and 40 mL formamide were stirred and heated to 170° C. for 30 minutes. The mixture was allowed to cool down to room temperature and treated with 100 mL water. The crude N-formyl-3,5-di-tert.butyl-4-hydroxybenzyl-amine precipitated from the mixture, was isolated by filtration, washed with water and dried. The crude N-formyl-3,5-di-tert.butyl-4-hydroxybenzyl-amine was recrystallized from toluene/heptane 1/1. 9.36 g (76%) of N-formyl-3,5-di-tert.butyl-4-hydroxybenzyl-amine was isolated (130-1° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08563624B2
Source datasetuspto-grants-2013_10
ORD IDord-d02e0455bca441a0a8fc662603b90468
Source noteuspto-grants-2013_10