Ammonia → HCID 53770277, compound

HRID 1706255Notes

Reaction equation

HRID 1706255 reaction equation
[Li].N.[OH:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][C:13]=1[CH:14]([CH3:24])[CH2:15][CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[N:10]([CH3:25])[C:9]([CH3:27])([CH3:26])[C:8]1[CH2:28][CH2:29][CH2:30][C:31](=[O:32])[C:7]2=1>O1CCCC1>[OH:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][C:13]=1[CH:14]([CH3:24])[CH2:15][CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[N:10]([CH3:25])[C:9]([CH3:26])([CH3:27])[C@@H:8]1[CH2:28][CH2:29][CH2:30][C:31](=[O:32])[C@@H:7]21

Participants

5

Reactant 3

HCID 222AmmoniaHCID 3028194LithiumHCID 20337448HCID 20337448, compound

Product 1

HCID 53770277HCID 53770277, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Lithium metal, 1.2 g., in 1000 ml. of anhydrous ammonia and 4.03 g. (10 mmole) of 5,6,7,8,9,10-hexahydro-2-hydroxy-3-(1-methyl-4-phenylbutyl)-10-oxo-5,6,6-trimethylbenzo[c]quinoline in 500 ml. of tetrahydrofuran were reacted by the procedure of Example 9 and the resulting mixture of 6a,10a-cis and 6a,10a-trans isomers was isolated and separated by silica gel chromatography as described therein.

Workup

  1. additionthe resulting mixture of 6a,10a-cis
  2. custom6a,10a-trans isomers was isolated
  3. customseparated by silica gel chromatography

Sources & evidence

ORD record
ord-7d30c608228e4ad7b0ce711b435b17fa
Source dataset
uspto-grants-1980_06
Patent number
US04206225

Reaction notes

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