3-Pyridinecarbonyl chloride, hydrochloride (1:1) → 2,2,11,11-Tetramethyldodecane-1,12-diyl dipyridine-3-carboxylate

HRID 1262826Notes

Reaction equation

HRID 1262826 reaction equation
Cl.[C:2](Cl)(=[O:9])[C:3]1[CH:8]=[CH:7][CH:6]=[N:5][CH:4]=1.[CH3:11][C:12]([CH3:28])([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]([CH3:27])([CH3:26])[CH2:24][OH:25])[CH2:13][OH:14]>N1C=CC=CC=1>[C:2]([O:25][CH2:24][C:23]([CH3:27])([CH3:26])[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][C:12]([CH3:28])([CH3:11])[CH2:13][O:14][C:2](=[O:9])[C:3]1[CH:8]=[CH:7][CH:6]=[N:5][CH:4]=1)(=[O:9])[C:3]1[CH:8]=[CH:7][CH:6]=[N:5][CH:4]=1

Participants

4

Reactant 2

HCID 884383-Pyridinecarbonyl chloride, hydrochloride (1:1)HCID 2001001,12-Dodecanediol, 2,2,11,11-tetramethyl-

Product 1

HCID 30696782,2,11,11-Tetramethyldodecane-1,12-diyl dipyridine-3-carboxylateYield 50.5%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

53.10 Grams (0.3 mole) of nicotinoyl chloride hydrochloride in 150 ml of anhydrous pyridine were reacted with 12.90 grams (0.05 mole) of 2,2,11,11-tetramethyl-1,12-dodecanediol according to the procedure of the above example. 11.8 Grams of the title product, recrystallized from an 80/20 (v/v) mixture of ethanol/water, were obtained, having m.p. 66°-67° C. Yield: 50.5% of theoretical.

Workup

  1. custom11.8 Grams of the title product, recrystallized from an 80/20 (v/v) mixture of ethanol/water
  2. customwere obtained

Sources & evidence

ORD record
ord-08c73b520ba84b648933f20e039c837a
Source dataset
uspto-grants-1984_06
Patent number
US04454145

Reaction notes

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