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Thionyl Chloride → 2-(3-Fluoro-4-methoxy-phenyl)-cyclopropanecarbonyl chloride

HRID 62908
Notes
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Reaction equation

HRID 62908 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:10]2[CH2:12][CH:11]2[C:13]([OH:15])=O)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].O=S(Cl)[Cl:18]>>[F:1][C:2]1[CH:3]=[C:4]([CH:10]2[CH2:12][CH:11]2[C:13]([Cl:18])=[O:15])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 211905602-(3-Fluoro-4-methoxyphenyl)cyclopropane-1-carboxylic acid

Product 1

HCID 901181402-(3-Fluoro-4-methoxy-phenyl)-cyclopropanecarbonyl chloride

Procedure

After 2-(3-fluoro-4-methoxy-phenyl)-cyclopropane carboxylic acid (0.848 g, 4.03 mmol) obtained in Step A was dissolved in anhydrous MC (10 mL), SOCl2 (3 mL, 40.34 mmol) was added thereto, and the mixture was stirred at room temperature for 18 hours. After the termination of the reaction, the reactant was concentrated under reduced pressure to obtain the title compound, which was used in the next step without a separate purification process

Workup

  1. additionwas added
  2. customAfter the termination of the reaction
  3. concentrationthe reactant was concentrated under reduced pressure

Sources & evidence

ORD record
ord-9cd02290e85548a5a128b7969d4c6865
Source dataset
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09447044B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes