3-Nitrobenzoic acid → HCID 54403987, compound

HRID 442680Notes

Reaction equation

HRID 442680 reaction equation
[CH2:1]1[O:9][C:8]2[CH:7]=[CH:6][C:5]([CH2:10][C:11]([O:13][CH3:14])=[O:12])=[CH:4][C:3]=2[O:2]1.[N+:15]([C:18]1[CH:19]=[C:20]([CH:24]=[CH:25][CH:26]=1)[C:21](O)=[O:22])([O-:17])=[O:16].O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>C(Cl)CCl>[CH2:1]1[O:2][C:3]2[C:8](=[CH:7][C:6]([C:21](=[O:22])[C:20]3[CH:24]=[CH:25][CH:26]=[C:18]([N+:15]([O-:17])=[O:16])[CH:19]=3)=[C:5]([CH2:10][C:11]([O:13][CH3:14])=[O:12])[CH:4]=2)[O:9]1

Participants

5

Reactant 3

HCID 84973-Nitrobenzoic acidHCID 14812Phosphorus oxide (P4O10)HCID 266588Methyl 2-(1,3-dioxaindan-5-yl)acetate

Product 1

HCID 54403987HCID 54403987, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

The title compound was prepared from methyl 3,4-methylenedioxyphenylacetate (368 mg, 1.89 mmol) in ClCH2CH2Cl (8 mL), 3-nitrobenzoic acid (393 mg, 2.35 mmol) and P2O5 (3.2 g) as a yellow oil (500 mg, 1.46 mmol, 77%). 1H NMR (CDCl3) 8.60 (s, 1H), 8.43 (d, J=7.8, 1H), 8.13 (d, J=7.8, 1H), 7.68 (t, J=7.8, 1H), 6.86 (s, 1H), 6.82 (s, 1H), 6.07 (s, 2H), 3.87 (s, 2H), 3.63 (s, 3H).

Sources & evidence

ORD record
ord-fa1975c3a7b34f7bb85d400bd161b860
Source dataset
uspto-grants-1999_04
Patent number
US05891871

Reaction notes

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