Hydrochloric Acid → HCID 21444504, compound

HRID 328258Notes

Reaction equation

HRID 328258 reaction equation
N([O-])=O.[Na+].[C:5]1([C:11]2([OH:30])[CH2:16][CH2:15][N:14]([CH2:17][CH:18]3[CH2:27][CH2:26][C:25]4[C:20](=[CH:21][CH:22]=[C:23](N)[CH:24]=4)[C:19]3=[O:29])[CH2:13][CH2:12]2)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.Cl.C(=O)([O-])[O-:33].[K+].[K+]>C(Cl)(Cl)Cl.O>[C:5]1([C:11]2([OH:30])[CH2:16][CH2:15][N:14]([CH2:17][CH:18]3[CH2:27][CH2:26][C:25]4[C:20](=[CH:21][CH:22]=[C:23]([OH:33])[CH:24]=4)[C:19]3=[O:29])[CH2:13][CH2:12]2)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 21444476HCID 21444476, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 21444504HCID 21444504, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6212ChloroformSolvent

Procedure

A solution of 0.7 g. of NaNO2 in 3 ml. of water is added dropwise to a stirred solution of 3.5 g. of 2-(4-phenyl-4-hydroxypiperidinomethyl)-6-amino-1-tetralone in 10 ml. of 4 N hydrochloric acid. The mixture is warmed until nitrogen evolution has ceased. It is cooled, neutralized with potassium carbonate and worked up with chloroform in the customary manner. 2-(4-Phenyl-4-hydroxypiperdinomethyl)-6-hydroxy-1-tetralone is obtained. EXAMPLE 5

Workup

  1. temperatureThe mixture is warmed until nitrogen evolution
  2. temperatureIt is cooled

Sources & evidence

ORD record
ord-279fc6e23da443b1a43ce2b400903103
Source dataset
uspto-grants-1977_04
Patent number
US04016281

Reaction notes

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