Formaldehyde → 1-Diethylamino-6-m-methoxyphenylhex-2-yne

Participants

Reaction Steps

Allow 5-m-methoxyphenylpent-1-yne (8 g) to stand for 12 hours at 70°C under nitrogen with water (2.5 cc), trioxan (0.5 g), 30% formalin (5.5 g), diethylamine (4 g), acetic acid (2.75 g), dioxan (25 cc) and cuprous chloride (0.13 g). Make the cooled solution alkaline with 10% aqueous sodium hydroxide and extract with ether; then extract the ether extract with 10% hydrochloric acid: wash the acid extract with ether, make alkaline with 10% aqueous sodium hydroxide, extract with ether, and then wash and dry the ether extract. Distil to obtain 1-diethylamino-6-m-methoxyphenylhex-2-yne (10.6 g, 88%), b.p. 130°-131°C/0.1 mm.

Provenance & Evidence