Thionyl Chloride → HCID 58629843, compound

HRID 1391751Notes

Reaction equation

HRID 1391751 reaction equation
[F:1][C:2]([F:22])([F:21])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:14]=[C:13]([CH:15](O)[CH2:16][CH2:17][CH2:18][CH3:19])[CH:12]=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.O=S(Cl)[Cl:25]>C(Cl)Cl>[Cl:25][CH:15]([C:13]1[CH:12]=[CH:11][CH:10]=[C:9]([C:6]2[CH:7]=[CH:8][C:3]([C:2]([F:22])([F:21])[F:1])=[CH:4][CH:5]=2)[N:14]=1)[CH2:16][CH2:17][CH2:18][CH3:19]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 586298221-{6-[4-(Trifluoromethyl)phenyl]-2-pyridinyl}-1-pentanol

Product 1

HCID 58629843HCID 58629843, compoundYield 103.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1-{6-[4-(trifluoromethyl)phenyl]-2-pyridinyl}-1-pentanol (1.50 g, 4.85 mmol) in dry DCM was added SOCl2 (3.53 mL, 48.50 mmol), and the resulting solution stirred under nitrogen for 3 hours at rt. The mixture was then reduced under vacuum to afford the title compound as an oily yellow solid (1.65 g).

Sources & evidence

ORD record
ord-a910f5b0eec44f70abba6fc55d512e3d
Source dataset
uspto-grants-2008_03
Patent number
US07338960B2

Reaction notes

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