Thionyl Chloride → 4-Chloromethyl-2-methoxy-biphenyl

HRID 2236461Notes

Reaction equation

HRID 2236461 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH2:9]O)[CH:6]=[CH:5][C:4]=1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.O=S(Cl)[Cl:19]>C(Cl)Cl>[Cl:19][CH2:9][C:7]1[CH:6]=[CH:5][C:4]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[C:3]([O:2][CH3:1])[CH:8]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 22997534(2-Methoxy-biphenyl-4-yl)-methanol

Product 1

HCID 593001244-Chloromethyl-2-methoxy-biphenyl

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

(2-Methoxy-biphenyl-4-yl)-methanol (170 mg, 0.79 mmol) [PCT Int. Appl. 1999, WO 9955726 A1 19991104] is dissolved in CH2Cl2 (2 mL) and cooled to 0° C. SOCl2 (1 mL) is then added dropwise. The mixture is then allowed to stir till no starting material left. The volatiles were then removed and the crude product is employed in the next step directly.

Workup

  1. waitleft
  2. customThe volatiles were then removed

Sources & evidence

ORD record
ord-10d5fa22698049f589b3170cda6d21d4
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

Loading…