1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine → 1-Methyl-4a-phenyl-2,3,4,4a,5,6,7,8-octahydroisoquinoline

HRID 225222Notes

Reaction equation

HRID 225222 reaction equation
CN1CCC(C2C=CC=CC=2)=CC1.[CH3:14][C:15]1[NH:16][CH2:17][CH2:18][C:19]2([C:25]3[CH:30]=[CH:29][CH:28]=[C:27](OC)[CH:26]=3)[C:24]=1[CH2:23][CH2:22][CH2:21][CH2:20]2>>[CH3:14][C:15]1[NH:16][CH2:17][CH2:18][C:19]2([C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=3)[C:24]=1[CH2:23][CH2:22][CH2:21][CH2:20]2

Participants

3

Reactant 2

HCID 13881-Methyl-4-phenyl-1,2,3,6-tetrahydropyridineHCID 234542861-Methyl-4a-(3-methoxyphenyl)-2,3,4,4a,5,6,7,8-octahydroisoquinoline

Product 1

HCID 234542831-Methyl-4a-phenyl-2,3,4,4a,5,6,7,8-octahydroisoquinoline

Procedure

Following the above procedure but substituting 1-methyl-4-(3-methoxyphenyl)-1,2,5,6-tetrahydropyridine for 1-methyl-4-phenyl-1,2,5,6-tetrahydropyridine, there was prepared 1-methyl-4a-(3-methoxyphenyl)-2,3,4,4a,5,6,7,8-octahydroisoquinoline. The compound distilled in the range 144°-6° C. at 0.1 torr.; yield 19.3 g.

Workup

  1. distillationThe compound distilled in the range 144°-6° C. at 0.1 torr

Sources & evidence

ORD record
ord-a0d5ed3e52554d828e112160e5cc2fe7
Source dataset
uspto-grants-1980_11
Patent number
US04236009

Reaction notes

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