Acetic Acid → HCID 21548938, compound

HRID 1605054Notes

Reaction equation

HRID 1605054 reaction equation
[CH:1]1[C:14]2[CH2:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[O:6][C:5]=2[CH:4]=[CH:3][C:2]=1[CH:15]([CH3:18])[CH2:16]N.C(O)(=[O:21])C.N([O-])=O.[Na+]>O>[CH:1]1[C:14]2[CH2:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[O:6][C:5]=2[CH:4]=[CH:3][C:2]=1[CH:15]([CH3:18])[CH2:16][OH:21]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 21548973HCID 21548973, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 21548938HCID 21548938, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2.4 g. of 2-(2-xanthenyl)-propylamine (obtainable from 2-(2-xanthenyl)-propionamide with LiAlH4) is dissolved in 50 ml. of 15% aqueous acetic acid and mixed, under ice cooling, with a solution of 1 g. of NaNO2 in 5 ml. of water. The mixture is heated for 1 hour to 80°, worked up as usual, and chromatographic purification on silica gel yields 2-(2-xanthenyl)-propanol, m.p. 86°-89°.

Workup

  1. temperatureThe mixture is heated for 1 hour to 80°
  2. customchromatographic purification on silica gel

Sources & evidence

ORD record
ord-a78b3e9d78634bbcb97d64ac228a83ab
Source dataset
uspto-grants-1976_04
Patent number
US03948949

Reaction notes

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