6-Nitroveratraldehyde → HCID 53763953, compound

HRID 1602199Notes

Reaction equation

[CH3:1][O:2][C:3]1[C:12]([O:13][CH3:14])=[CH:11][CH:10]=[C:9]2[C:4]=1[CH2:5][CH2:6][C:7](=[O:15])[CH2:8]2.[N+:16]([C:19]1[CH:26]=[C:25]([O:27][CH3:28])[C:24]([O:29][CH3:30])=[CH:23][C:20]=1[CH:21]=O)([O-:18])=[O:17]>>[N+:16]([C:19]1[CH:26]=[C:25]([O:27][CH3:28])[C:24]([O:29][CH3:30])=[CH:23][C:20]=1[CH:21]=[C:8]1[C:9]2[C:4](=[C:3]([O:2][CH3:1])[C:12]([O:13][CH3:14])=[CH:11][CH:10]=2)[CH2:5][CH2:6][C:7]1=[O:15])([O-:18])=[O:17]

Participants

Reactant 2

HCID 885056-Nitroveratraldehyde

HCID 46107525,6-dimethoxy-3,4-dihydro-1H-naphthalen-2-one

Product 1

HCID 53763953HCID 53763953, compound

Procedure

Prepared from 5,6-dimethoxy-2-tetralone and 2-nitro-4,5-dimethoxybenzaldehyde; mp 70-72° C.; IR (Nujol): 1715, 1550; 1H NMR: δ2.59 (2H, t), 3.06 (2H, t), 3.78 (3H, s), 3.86 (3H, s), 3.88 (3H, s), 3.92 (3H, s), 6.47 (1H, s), 6.77 (1H, d, J=8.2), 7.41 (1H, d, J=8.2), 7.67 (1H, s); 13C NMR: δ19.7, 32.0, 56.3, 56.7, 56.8, 56.85, 108.1, 121.9, 125.6, 126.1, 128.0, 129.2, 132.1, 132.9, 133.7, 140.3, 141.4, 149.3, 152.9, 153.5, 200.9; Anal. (C21H21NO7) C, H, N.

Sources & evidence

ORD record: ord-4923bde092fc452fa43f16a08b78dee6
Source dataset: uspto-grants-1999_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05981541

Reaction notes

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