Formic Acid → HCID 21316366, compound

HRID 263173Notes

Reaction equation

HRID 263173 reaction equation
[C:1]([CH2:3][CH2:4][NH:5][CH2:6][CH2:7][CH2:8][OH:9])#[N:2].[CH:10](O)=[O:11]>>[C:1]([CH2:3][CH2:4][N:5]([CH2:6][CH2:7][CH2:8][OH:9])[CH:10]=[O:11])#[N:2]

Participants

3

Reactant 2

HCID 284Formic AcidHCID 135569403-[(3-Hydroxypropyl)amino]propanenitrile

Product 1

HCID 21316366HCID 21316366, compound

Procedure

A solution of 127.7 g. of 3-(2-cyanoethyl)aminopropanol in 1 liter of 99% formic acid is heated at 85° for 15 hours. The reaction mixture is concentrated under reduced pressure at 80° and the residue is taken up in 60 ml. of methylene chloride-ethyl acetate (1:1). A 1500 g. silica gel G column packed in methylene chloride-ethyl acetate is prepared, and the product is purified by adsorption on silica gel G followed by elution using the 1:1 methylene chloride-ethyl acetate system. Concentration of the combined eluates yields the formate ester of 3-[N-(2-cyanoethyl)-N-formylamino]propanol.

Workup

  1. concentrationThe reaction mixture is concentrated under reduced pressure at 80°
  2. customis prepared
  3. customthe product is purified by adsorption on silica gel G
  4. washfollowed by elution

Sources & evidence

ORD record
ord-3bee6708dcbc4337afeb740fa883ed83
Source dataset
uspto-grants-1979_05
Patent number
US04156693

Reaction notes

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