Hydrochloric Acid → Ethyl-1-hydroxy-1,2,3,4-tetrahydronaphthalene-1-carboximidate
Reaction equation
[C:1]([C:3]1([OH:13])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6][CH2:5][CH2:4]1)#[N:2].Cl.[CH2:15]([OH:17])[CH3:16]>>[CH2:15]([O:17][C:1]([C:3]1([OH:13])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6][CH2:5][CH2:4]1)=[NH:2])[CH3:16]Participants
4
Procedure
The cyanohydrin of Example 4 (6.0 g, 34.7 mmol) was dissolved in 60 ml ethanol and perfused with hydrogen chloride for 30 minutes. After a 16 hour reaction period at 0° C. the mixture was evaporated in vacuo to a solid which was triturated with ether. The residue was taken up in 200 ml chloroform and washed with 2×50 ml saturated sodium bicarbonate, 1×50 ml brine, dried over sodium sulfate, filtered, and concentrated to a solid; 5.3 g (71%), mp 84°-86° C.