Thionyl Chloride → HCID 59354817, compound

HRID 1776313Notes

Reaction equation

HRID 1776313 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([CH2:19][C:20]([OH:22])=O)=[CH:15][CH:14]=1.O=S(Cl)[Cl:25]>C(Cl)(Cl)Cl>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([CH2:19][C:20]([Cl:25])=[O:22])=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 145002352-(4-(Quinolin-2-ylmethoxy)phenyl)acetic acid

Product 1

HCID 59354817HCID 59354817, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a stirred solution of 2-(4-(quinolin-2-ylmethoxy)phenyl)acetic acid (2.0 g, 6.825 mmol) in CHCl3 (6 mL) was added SOCl2 (10 mL) at 0° C. and the reaction mixture was stirred at RT for 2 h. The reaction was concentrated in vacuo and the residue was re-dissolved in ether (50 mL). The mixture was concentrated in vacuo again to afford 2-(4-(quinolin-2-ylmethoxy)phenyl)acetyl chloride (2.0 g, 95%) as a light yellow oil.

Workup

  1. concentrationThe reaction was concentrated in vacuo
  2. dissolutionthe residue was re-dissolved in ether (50 mL)
  3. concentrationThe mixture was concentrated in vacuo again

Sources & evidence

ORD record
ord-2b204e2f20e44238b56c08d871f652b2
Source dataset
uspto-grants-2016_02
Patent number
US09265767B2

Reaction notes

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