Hydrochloric Acid → HCID 15572411, compound

HRID 443412Notes

Reaction equation

HRID 443412 reaction equation
Cl.[NH2:2][CH:3]([CH3:12])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][N:6]=1.[CH:13](=O)[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].C([BH3-])#N.[Na+].Cl.C(=O)(O)[O-].[Na+]>CO>[CH2:13]([NH:2][CH:3]([CH3:12])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][N:6]=1)[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 6184HexanalHCID 516892Sodium BicarbonateHCID 5003444Sodium cyanoborohydrideHCID 23467157HCID 23467157, compound

Product 1

HCID 15572411HCID 15572411, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To the solution of 1.62 g of 2-(2-aminopropyl)-5-pyridinol hydrochloride in 50 ml of methanol, 0.83 g of n-hexanal are added, followed by 1.75 g of sodium cyanoborohydride, and the mixture is stirred at room temperature for 3 days. The pH thereof is first adjusted to 1 by the addition of 5 N ethereal hydrogen chloride, and then to 8 by the addition of solid sodium bicarbonate. The mixture is filtered, evaported and the residue triturated with isopropanol, to yield the oily 2-(2-n-hexylaminopropyl)-5-pyridinol, showing peaks in the mass-spectrum at 151, 128 and 109 m/e.

Workup

  1. filtrationThe mixture is filtered
  2. customthe residue triturated with isopropanol

Sources & evidence

ORD record
ord-2aea52851f2c4effaa5e9c0d2b1f4a15
Source dataset
uspto-grants-1981_04
Patent number
US04260619

Reaction notes

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