Acetone → HCID 69689755, compound

Reaction equation

[CH:1]1[C:6]2[C:7]3[N+:12]([CH2:13][CH2:14][C:5]=2[CH:4]=[CH:3][CH:2]=1)=[CH:11][C:10]1[CH:15]=[CH:16][CH:17]=[CH:18][C:9]=1[CH:8]=3.[OH-].[Na+].[CH3:21][C:22]([CH3:24])=[O:23]>>[CH2:21]([CH:11]1[C:10]2[CH:15]=[CH:16][CH:17]=[CH:18][C:9]=2[CH:8]=[C:7]2[N:12]1[CH2:13][CH2:14][C:5]1[CH:4]=[CH:3][CH:2]=[CH:1][C:6]=12)[C:22]([CH3:24])=[O:23]

Participants

Reactant 3

HCID 180Acetone

HCID 14798Sodium Hydroxide

HCID 114943Protoberberine

Product 1

HCID 69689755HCID 69689755, compound

Procedure

In the first step of the reaction scheme, 5,6-dihydrodibenzo[a,g]quinolizinium salt of formula (II) is reacted with acetone in the presence of a base such as sodium hydroxide to give 8-acetonyl-5,6-dihydrodibenzo[a,g]quinolizine compound of the formula (III).

Sources & evidence

ORD record: ord-ca718c054d7142b38602406b27b4013e
Source dataset: uspto-grants-2000_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06028197

Reaction notes

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