Formaldehyde → HCID 20559455, compound

HRID 1659585Notes

Reaction equation

HRID 1659585 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][OH:7].Cl.[CH3:9][NH:10][OH:11].[CH2:12]=O>O.C(=O)(O)[O-].[Na+]>[OH:11][N:10]([CH2:12][C:5]1[O:1][C:2]([CH2:6][OH:7])=[CH:3][CH:4]=1)[CH3:9]

Participants

6

Reactant 3

HCID 712FormaldehydeHCID 7361Furfuryl AlcoholHCID 77906N-methylhydroxylamine hydrochloride

Product 1

HCID 20559455HCID 20559455, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 516892Sodium BicarbonateSolvent

Procedure

A mixture of 2-furanmethanol (14.7 g), N-methylhydroxylamine hydrochloride (13.8 g) and aqueous formaldehyde (36%, 18 ml) was stirred at 0° for 1 hr and at room temperature for 4 hr. The solution was diluted with water (100 ml), excess sodium bicarbonate added and the solution extracted with ethyl acetate (4×100 ml). The combined ethyl acetate extracts were dried (sodium sulphate), filtere and the filtrate evaporated to give an oil which was distilled (6×10-1 mm/200°-210°) to give the title compound (9.1 g).

Workup

  1. additionadded
  2. extractionthe solution extracted with ethyl acetate (4×100 ml)
  3. dry with materialThe combined ethyl acetate extracts were dried (sodium sulphate)
  4. customfiltere and the filtrate evaporated
  5. customto give an oil which
  6. distillationwas distilled (6×10-1 mm/200°-210°)

Sources & evidence

ORD record
ord-ae43b239ee194396bf58b3bae961bfa6
Source dataset
uspto-grants-1981_12
Patent number
US04304780

Reaction notes

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