6-Nitroveratraldehyde → HCID 53811859, compound

HRID 1602200Notes

Reaction equation

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

Participants

Reactant 2

HCID 885056-Nitroveratraldehyde

HCID 44561396-Chloro-2-tetralone

Product 1

HCID 53811859HCID 53811859, compound

Procedure

Prepared from 6-chloro-2-tetralone and 2-nitro-4,5-dimethoxybenzaldehyde; mp 56-58° C.; IR (Nujol): 2922, 1730, 1100; 1H NMR: δ2.68 (2H, t), 3.05 (2H t), 3.62 (3H, s), 3.98 (3H, s), 6.48 (1H, s), 6.82 (1H, d, J=8.4), 6.90-6.96 (1H, dd, J=8.4, 2.1), 7.26 (1H, d, J=2.1), 7.74 (1H, s), 8.01 (1H, s); 13C NMR: δ28.2, 37.4, 56.8, 56.9, 108.3, 112.2, 127.0, 127.2, 128.6, 130.9, 131.1, 133.3, 134.2, 134.5, 140.5, 141.5, 149.6, 153.7.

Sources & evidence

ORD record: ord-0a992a4e43c44aa7941d006478f6e4a7
Source dataset: uspto-grants-1999_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05981541

Reaction notes

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