Hydrochloric Acid → 4972-11-6

HRID 1383245Notes

Reaction equation

HRID 1383245 reaction equation
[ClH:1].[OH:2][N:3]1[C:8]([CH3:10])([CH3:9])[CH2:7][CH:6]([OH:11])[CH2:5][C:4]1([CH3:13])[CH3:12]>C(O)(C)C>[Cl-:1].[OH:2][NH+:3]1[C:8]([CH3:9])([CH3:10])[CH2:7][CH:6]([OH:11])[CH2:5][C:4]1([CH3:13])[CH3:12]

Participants

4

Reactant 2

HCID 313Hydrochloric Acid2×HCID 53951,4-Dihydroxy-2,2,6,6-tetramethylpiperidine

Product 1

HCID 668682954972-11-6

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Conditions

Temperature
20 °C

Procedure

67 mL of isopropanol is cooled to 0° C. and saturated with HCl gas. This solution is added dropwise to a mechanically stirred solution of 50 g (0.29 mol) 1-oxyl-2,2,6,6-tetramethyl-4-hydroxypiperidine in 130 mL of isopropanol, maintaining a reaction temperature of about 20° C. by occasionally cooling with an ice bath. The HCl salt is vacuum filtered and washed with isopropanol, giving a pale yellow solid. 5.0 g of this crude product is recrystallized from 100 mL isopropanol affording 3 g of a white crystalline solid, mp>260° C.

Workup

  1. temperatureby occasionally cooling with an ice bath
  2. filtrationfiltered
  3. washwashed with isopropanol
  4. customgiving a pale yellow solid
  5. custom5.0 g of this crude product is recrystallized from 100 mL isopropanol affording 3 g of a white crystalline solid, mp>260° C.

Sources & evidence

ORD record
ord-856f89c04d11431589f7c61e0390d63e
Source dataset
uspto-grants-2001_07
Patent number
US06254724B1

Reaction notes

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