2,2'-Bipyridine → HCID 12503695, compound

HRID 2286713Notes

Reaction equation

HRID 2286713 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=1.[CH:13]1([CH2:19]C2C=CN=CC=2)[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1>>[CH:13]1([CH2:19][C:4]2[CH:5]=[CH:6][N:1]=[C:2]([C:7]3[CH:12]=[C:11]([CH2:19][CH:13]4[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]4)[CH:10]=[CH:9][N:8]=3)[CH:3]=2)[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1

Participants

3

Reactant 2

HCID 14742,2'-BipyridineHCID 224476584-(Cyclohexylmethyl)pyridine

Product 1

HCID 12503695HCID 12503695, compound

Procedure

The mixture was then cooled to room temperature and hydrolyzed with 50 cc of water. The oil layer was separated, and the aqueous phase was extracted with 50 cc additional xylene. The oil layer and extract were combined and distilled to give 82.4 g of unreacted 4-cyclohexylmethylpyridine (0.47 mole) and 9.0 g (0.03 mole) of 4,4'-di-(cyclohexylmethyl)-2,2'-bipyridyl boiling at 273°-276° C. at 2.5 mm Hg. The yield of 2,2'-bipyridyl product was calculated at 43.3% based on the amount of 4-cyclohexylmethylpyridine consumed. This 2,2'-bipyridyl compound (recrystallized from isopropanol) gave a melting point of 117°-119° C.

Workup

  1. customconsumed

Sources & evidence

ORD record
ord-2da6bd80048045ee9e2577fd8d8e2413
Source dataset
uspto-grants-1981_05
Patent number
US04267335

Reaction notes

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