Hydrochloric Acid → Tocopheryl Nicotinate

HRID 372027

Reaction equation

HRID 372027 reaction equation
[CH3:1][C:2]1[C:11]([CH3:12])=[C:10]2[C:5]([CH2:6][CH2:7][C:8]([CH2:14][CH2:15][CH2:16][CH:17]([CH2:19][CH2:20][CH2:21][CH:22]([CH2:24][CH2:25][CH2:26][CH:27]([CH3:29])[CH3:28])[CH3:23])[CH3:18])([CH3:13])[O:9]2)=[C:4]([CH3:30])[C:3]=1[OH:31].[C:32](O)(=[O:39])[C:33]1[CH:38]=[CH:37][CH:36]=[N:35][CH:34]=1.C(OC(=O)C1C=CC=NC=1)(=O)C1C=CC=NC=1.C(Cl)(=O)C1C=CC=NC=1.Cl>N1C=CC=CC=1>[CH3:12][C:11]1[C:2]([CH3:1])=[C:3]([O:31][C:32]([C:33]2[CH:38]=[CH:37][CH:36]=[N:35][CH:34]=2)=[O:39])[C:4]([CH3:30])=[C:5]2[CH2:6][CH2:7][C@:8]([CH2:14][CH2:15][CH2:16][C@@H:17]([CH2:19][CH2:20][CH2:21][C@@H:22]([CH2:24][CH2:25][CH2:26][CH:27]([CH3:29])[CH3:28])[CH3:23])[CH3:18])([CH3:13])[O:9][C:10]=12

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 938Nicotinic AcidHCID 2116DL-alpha-TocopherolHCID 82604Nicotinoyl chlorideHCID 85607Nicotinic anhydride

Product 1

HCID 27990Tocopheryl Nicotinate

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

More specifically, dl-α-tocopherol is reacted with a reactive derivative of nicotinic acid such as nicotinic anhydride or nicotinic chloride in the presence of a hydrochloride and pyridine, and the resulting reaction product is post-treated and purified by column chromatography, whereby pure dl-α-tocopheryl nicotinate is obtained.

Workup

  1. customthe resulting reaction product
  2. additionis post-treated
  3. custompurified by column chromatography

Sources & evidence

ORD record
ord-756ef38d6ddc4036af461588bfab451a
Source dataset
uspto-grants-1978_05
Patent number
US04088778

Linked notes

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