Formaldehyde → 2,3,4-Trihydroxy-5-(pyrrolidin-1-ylmethyl)benzaldehyde

HRID 1714698

Reaction equation

HRID 1714698 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:6]=O.[OH:8][C:9]1[C:16]([OH:17])=[C:15]([OH:18])[CH:14]=[CH:13][C:10]=1[CH:11]=[O:12]>C(O)C>[OH:8][C:9]1[C:16]([OH:17])=[C:15]([OH:18])[C:14]([CH2:6][N:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)=[CH:13][C:10]=1[CH:11]=[O:12]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 31268PyrrolidineHCID 750642,3,4-Trihydroxybenzaldehyde

Product 1

HCID 592358752,3,4-Trihydroxy-5-(pyrrolidin-1-ylmethyl)benzaldehyde

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

17.1 g (0.24 mol) of pyrrolidine were added to 19.2 g (0.24 mol) of a 37% aqueous formaldehyde solution in 140 ml of ethanol. Then 25.0 g (0.16 mol) of 2,3,4-trihydroxybenzaldehyde were added thereto. The reaction mixture was refluxed for one hour, developing a dark brown color. After cooling, a beige-brown solid precipitated out, which was filtered out and dried.

Workup

  1. temperatureThe reaction mixture was refluxed for one hour
  2. temperatureAfter cooling
  3. customa beige-brown solid precipitated out
  4. filtrationwhich was filtered out
  5. customdried

Sources & evidence

ORD record
ord-67d55e0849d94d16add0d304b338eac5
Source dataset
uspto-grants-2010_09
Patent number
US07799096B2

Linked notes

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