Hydrochloric Acid → HCID 20323300, compound

HRID 839508

Reaction equation

HRID 839508 reaction equation
[CH2:1]1[CH:13]2[CH:4]([N:5]3[CH:10]([CH2:11][C:12]2=[O:14])[C:9]2[CH:15]=[CH:16][CH:17]=[CH:18][C:8]=2[CH2:7][CH2:6]3)[CH2:3][CH2:2]1.[C-]#[C-].[Li+].[Li+].[CH2:23](N)[CH2:24]N.[ClH:27]>O1CCCC1.CCOCC>[ClH:27].[C:23]([C:12]1([OH:14])[CH2:11][CH:10]2[N:5]([CH2:6][CH2:7][C:8]3[CH:18]=[CH:17][CH:16]=[CH:15][C:9]=32)[CH:4]2[CH2:3][CH2:2][CH2:1][CH:13]12)#[CH:24]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 203232961,2,3,3a,5,6,10b,11,12,12a-Decahydrobenzo[a]cyclopenta[f]quinolizin-12-oneHCID 178511344HCID 178511344, compound

Product 1

HCID 20323300HCID 20323300, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent

Procedure

According to the general procedure of J. W. Huffman and P. G. Arapakos, J. Org. Chem. 30, 1604 (1965) 10.0 g (0.042 mole) of 1,2,3,3a,5,6,10b,11,12,12a-decahydrobenzo[a]cyclopenta[f]quinolizin-12-one in 50 ml of tetrahydrofuran is reacted with an excess of lithium acetylide-ethylenediamine. The resulting material is dissolved in ether and treated with excess ethereal hydrochloric acid, and the precipitate is recrystallized from butanone-methanol to give 12-ethynyl-1,2,3,3a,5,6,10b, 11,12,12a-decahydrobenzo[a]cyclopenta[f]quinolizin-12-ol hydrochloride, M.P. 230°-240° C.

Workup

  1. customthe precipitate is recrystallized from butanone-methanol

Sources & evidence

ORD record
ord-078eeef89c514c65b9b4796fd8c94066
Source dataset
uspto-grants-1978_06
Patent number
US04096147

Linked notes

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