Thionyl Chloride → 5-(1-Chlorobutyl)-2-(2,6-diethyl-phenyl)-4-ethoxy-pyridine

HRID 251620

Reaction equation

HRID 251620 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH2:9][CH3:10])[C:4]=1[C:11]1[N:16]=[CH:15][C:14]([CH:17](O)[CH2:18][CH2:19][CH3:20])=[C:13]([O:22][CH2:23][CH3:24])[CH:12]=1)[CH3:2].O=S(Cl)[Cl:27]>C(Cl)Cl>[Cl:27][CH:17]([C:14]1[C:13]([O:22][CH2:23][CH3:24])=[CH:12][C:11]([C:4]2[C:3]([CH2:1][CH3:2])=[CH:8][CH:7]=[CH:6][C:5]=2[CH2:9][CH3:10])=[N:16][CH:15]=1)[CH2:18][CH2:19][CH3:20]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 596783161-[6-(2,6-Diethyl-phenyl)-4-ethoxy-pyridin-3-yl]-butan-1-ol

Product 1

HCID 669939375-(1-Chlorobutyl)-2-(2,6-diethyl-phenyl)-4-ethoxy-pyridine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 1-[6-(2,6-diethyl-phenyl)-4-ethoxy-pyridin-3-yl]-butan-1-ol (29 mg) and SOCl2 (0.2 mL) in CH2Cl2 (1 ml) is stirred at room-temperature for one hour. The volatile materials are removed in vacuo to give 5-(1-chlorobutyl)-2-(2,6-diethyl-phenyl)-4-ethoxy-pyridine.

Workup

  1. customThe volatile materials are removed in vacuo

Sources & evidence

ORD record
ord-eb2032ddbdcc473494e4fbec3c2ae06e
Source dataset
uspto-grants-2011_01
Patent number
US07863454B2

Linked notes

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