Gemcadiol → 2,2,9,9-Tetramethyldecane-1,10-diyl dipyridine-3-carboxylate

HRID 1262824Notes

Reaction equation

HRID 1262824 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]([CH3:26])([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]([CH3:25])([CH3:24])[CH2:22][OH:23])[CH2:13][OH:14]>N1C=CC=CC=1>[C:2]([O:23][CH2:22][C:21]([CH3:25])([CH3:24])[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][C:12]([CH3:26])([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 37147GemcadiolHCID 884383-Pyridinecarbonyl chloride, hydrochloride (1:1)

Product 1

HCID 30696762,2,9,9-Tetramethyldecane-1,10-diyl dipyridine-3-carboxylateYield 65%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

106.2 Grams (0.6 mole) of nicotinoyl chloride hydrochloride in 300 ml of anhydrous pyridine were reacted with 23.0 grams (0.1 mole) of 2,2,9,9-tetramethyl-1,10-decanediol, according to the procedure described in Example 1. 28.8 Grams of product, recrystallized from ethanol, were obtained, having m.p. 68°-69° C. Yield: 65,5% of theoretical.

Workup

  1. custom28.8 Grams of product, recrystallized from ethanol
  2. customwere obtained

Sources & evidence

ORD record
ord-0883ef58e7dd448d948e7b158bc10500
Source dataset
uspto-grants-1984_06
Patent number
US04454145

Reaction notes

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