Nitric Acid → HCID 13849525, compound

HRID 978114Notes

Reaction equation

HRID 978114 reaction equation
[OH:1][C:2]1[CH:16]=[CH:15][C:5]2[C:6]([CH3:14])=[C:7]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[O:8][C:4]=2[CH:3]=1.[N+:17]([O-])([OH:19])=[O:18]>C(O)(=O)C>[CH2:12]([O:11][C:9]([C:7]1[O:8][C:4]2[C:3]([N+:17]([O-:19])=[O:18])=[C:2]([OH:1])[CH:16]=[CH:15][C:5]=2[C:6]=1[CH3:14])=[O:10])[CH3:13]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 15560986Ethyl 6-hydroxy-3-methyl-2-benzofurancarboxylate

Product 1

HCID 13849525HCID 13849525, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

A suspension of ethyl 6-hydroxy-3-methyl-benzofuran-2-carboxylate (220 mg, 1 mmole) in acetic acid (10 ml) was treated dropwise and with stirring with 0.2N nitric acid in acetic acid (5 ml). Solution occurred and then a yellow precipitate was formed. The solid was collected and washed with 50% aqueous acetic acid to give 98 mg of ethyl-6-hydroxy-7-nitro-3-methylbenzofuran-2-carboxylate, m.p. 186°-187.5° C.

Workup

  1. additionwas treated dropwise
  2. customa yellow precipitate was formed
  3. customThe solid was collected
  4. washwashed with 50% aqueous acetic acid

Sources & evidence

ORD record
ord-2d1e0a02e8a8499bb15a4f6abf336719
Source dataset
uspto-grants-1987_05
Patent number
US04663347

Reaction notes

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