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Dicyclohexylcarbodiimide → 2-[4-(5-[propyloxy]-1-pentyl)phenyl]-5-([(Z)-3-octenoyl]oxy)pyridine

HRID 1728271
Notes
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Reaction equation

HRID 1728271 reaction equation
[C:1]([OH:10])(=[O:9])[CH2:2]/[CH:3]=[CH:4]\[CH2:5][CH2:6][CH2:7][CH3:8].[CH2:11]([O:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]2[CH:31]=[CH:30][C:29](O)=[CH:28][N:27]=2)=[CH:22][CH:21]=1)[CH2:12][CH3:13].C1(N=C=NC2CCCCC2)CCCCC1>ClCCl>[CH2:11]([O:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][C:20]1[CH:21]=[CH:22][C:23]([C:26]2[CH:31]=[CH:30][C:29]([O:9][C:1](=[O:10])[CH2:2]/[CH:3]=[CH:4]\[CH2:5][CH2:6][CH2:7][CH3:8])=[CH:28][N:27]=2)=[CH:24][CH:25]=1)[CH2:12][CH3:13]
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 5282715cis-beta-Octenoic acidHCID 190170922-[4-(5-[Propyloxy]-1-pentyl)phenyl]-5-hydroxypyridine

Product 1

HCID 678243062-[4-(5-[propyloxy]-1-pentyl)phenyl]-5-([(Z)-3-octenoyl]oxy)pyridine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.5 g of (Z)-3-octenoic acid, 1.0 g of 2-[4-(5-[propyloxy]-1-pentyl)phenyl]-5-hydroxypyridine, 07 g of N,N'-dicyclohexyl-carbodiimide, 0.04 g of (dimethylaminio)pyridine and 50 ml of dichloromethane were reacted in an analogous manner to Example 1 to give 2-[4-(5-[propyloxy]-1-pentyl)phenyl]-5-([(Z)-3-octenoyl]oxy)pyridine.

Sources & evidence

ORD record
ord-19764c6cd52f45739ab401ec053a4356
Source dataset
uspto-grants-1994_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05326497

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes