Water → HCID 18990361, compound

HRID 1974736Notes

Reaction equation

HRID 1974736 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([N+:11]([O-:13])=[O:12])[C:9]=1[OH:10])[CH2:5]O.[NH:14]1[CH:18]=[CH:17][CH:16]=[CH:15]1.O>O1CCOCC1>[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([N+:11]([O-:13])=[O:12])[C:9]=1[OH:10])[CH2:5][C:15]1[NH:14][CH:18]=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 962WaterHCID 8027PyrroleHCID 189903745-(Hydroxymethyl)-3-nitrobenzene-1,2-diol

Product 1

HCID 18990361HCID 18990361, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
100 °C

Procedure

A solution containing 1.0 g of 3,4-dihydroxy-5-nitrobenzylalcohol and 5.0 ml of pyrrole in 3.0 ml of dioxane was heated for 5 h at 100° C. Water was added and the solution was extracted with dichloromethane. The solvent was evaporated and the residue was purified in a silicagel column using toluene-acetic acid-dioxane (18:1:1) mixture as an eluent. Yield 0.42 g (33%), m.p. 115°-118° C.

Workup

  1. extractionthe solution was extracted with dichloromethane
  2. customThe solvent was evaporated
  3. customthe residue was purified in a silicagel column

Sources & evidence

ORD record
ord-da548f3fbfa24705b69d57bf669feb24
Source dataset
uspto-grants-1994_02
Patent number
US05283352

Reaction notes

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