Thioglycolic Acid → HCID 19786664, compound

HRID 1657010Notes

Reaction equation

HRID 1657010 reaction equation
[SH:1][CH2:2][CH2:3][N:4]1[CH2:9][CH:8]=[C:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:6][CH2:5]1.C1(C2CCNCC=2)C=CC=CC=1.C(O)(=[O:31])CS>C(O)C>[SH:1][CH2:2][C:3]([N:4]1[CH2:5][CH:6]=[C:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:8][CH2:9]1)=[O:31]

Participants

5

Reactant 3

HCID 1133Thioglycolic AcidHCID 825531,2,3,6-Tetrahydro-4-phenylpyridineHCID 15067430HCID 15067430, compound

Product 1

HCID 19786664HCID 19786664, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.76 g of Na are dissolved in 180 ml of ethanol, 21.9 g of 1-(2-mercaptoethyl)-4-phenyl-1,2,3,6-tetrahydropyridine [obtainable by reacting 4-phenyl-1,2,3,6-tetrahydropyridine with thioglycolic acid to give 1-(2-mercaptoacetyl)-4-phenyl-1,2,3,6-tetrahydropyridine and reducing the latter with LiAlH4 and 23.2 g of methyl gramine-5-carboxylate are added, the mixture is boiled for 16 hours and evaporated, and the residue is worked up in the customary manner to give "P", hydrochloride, m.p. 202°-203°.

Sources & evidence

ORD record
ord-136028b283ee40508d3b23f7c1661568
Source dataset
uspto-grants-1993_10
Patent number
US05256673

Reaction notes

Loading…