Nitroethane → Ethyl 8,9-dimethoxy-3-methyl-2-(3-nitrophenyl)-5,6-dihydropyrrolo[2,1-a]isoquinoline-1-carboxylate

HRID 585082Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[C:9](=[CH:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])[NH:8][CH2:7][CH2:6]2.[N+:21]([C:24]1[CH:25]=[C:26]([CH:29]=[CH:30][CH:31]=1)[CH:27]=O)([O-:23])=[O:22].[N+]([CH2:35][CH3:36])([O-])=O>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[C:9]1=[C:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:27]([C:26]3[CH:29]=[CH:30][CH:31]=[C:24]([N+:21]([O-:23])=[O:22])[CH:25]=3)=[C:35]([CH3:36])[N:8]1[CH2:7][CH2:6]2

Participants

Reactant 3

HCID 6587Nitroethane

HCID 74493-Nitrobenzaldehyde

HCID 70037591ethyl 2-(6,7-dimethoxy-3,4-dihydro-2H-isoquinolin-1-ylidene)acetate

Product 1

HCID 10181470Ethyl 8,9-dimethoxy-3-methyl-2-(3-nitrophenyl)-5,6-dihydropyrrolo[2,1-a]isoquinoline-1-carboxylate

Procedure

Following the procedure described in Example 1, ethyl (6,7-dimethoxy-3,4-dihydro-1(2H)-isoquinolinylidene)-ethanoate (Example III.1), 3-nitro-benzaldehyde, and nitroethane were reacted to give ethyl 8,9-dimethoxy-3-methyl-2-(3-nitrophenyl)-5,6-dihydro-pyrrolo[2,1-a]-isoquinoline-1-carboxylate.

Workup

customwere reacted

Sources & evidence

ORD record: ord-7240b05bd52042738fd217bd07c3a432
Source dataset: uspto-grants-2005_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06930114B2

Reaction notes

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