HCID 18399671, compound → HCID 9905678, compound

HRID 369760Notes

Reaction equation

HRID 369760 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:14]2[CH:23]=[CH:22][C:21]3[C:16](=[CH:17][C:18]4[O:26][CH2:25][O:24][C:19]=4[CH:20]=3)[C:15]=2[CH:27]=O)[C:6]([N+:11]([O-])=O)=[CH:7][C:8]=1[O:9][CH3:10].C(C1C2C(=CC(OC)=C(OC)C=2)C=CC=1B(O)O)=O.C(C1C2C(=CC3OCOC=3C=2)C=CC=1B(O)O)=O>>[CH2:25]1[O:26][C:18]2[C:19](=[CH:20][C:21]3[CH:22]=[CH:23][C:14]4[C:5]5[CH:4]=[C:3]([O:2][CH3:1])[C:8]([O:9][CH3:10])=[CH:7][C:6]=5[N:11]=[CH:27][C:15]=4[C:16]=3[CH:17]=2)[O:24]1

Participants

4

Reactant 3

HCID 18399671HCID 18399671, compoundHCID 18399681HCID 18399681, compoundHCID 18399691HCID 18399691, compound2×

Product 1

HCID 9905678HCID 9905678, compoundYield 25%

Procedure

2-(3,4-Dimethoxy-6-nitrophenyl)-6,7-methylenedioxy-1-naphthaldehyde (18). Using a procedure similar to that described in Example 1, sub-part d, except replacing the compound 14 used therein with compound 15, compound 18 was prepared in 25% yield; mp=225° C.; IR (Nujol) 1670, 1515, 1309; 1H NMR δ 3.92 (3H, s), 4.04 (3H, s), 6.13 (2H, s), 6.74 (1H, s), 7.13 (1H, d, J=8.3), 7.18 (1H, s), 7.77 (1H, s), 7.87 (1H, d, J=8.3), 8.76 (1H, s), 10.14 (1H, s); 13C NMR δ 57.0, 57.1, 102.1, 103.1, 104.7, 108.2, 114.9, 125.7, 127.9, 128.8, 129.5, 131.5, 133.6, 141.2, 144.1, 148.6, 149.2, 151.6, 152.9, 193.6.

Sources & evidence

ORD record
ord-b622b51b45a042b08ef9809ad79b1762
Source dataset
uspto-grants-2000_10
Patent number
US06140328

Reaction notes

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