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Water → 2-(2-Fluoro-3-methoxyphenyl)acetic acid

HRID 1522884
Notes
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Reaction equation

HRID 1522884 reaction equation
[F:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:10][C:11]#N.[OH-:13].[Na+].[OH2:15]>CO>[F:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:10][C:11]([OH:15])=[O:13]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 230744722-(2-Fluoro-3-methoxyphenyl)acetonitrile

Product 1

HCID 230744162-(2-Fluoro-3-methoxyphenyl)acetic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

To a mixture of 2-(2-fluoro-3-methoxyphenyl)acetonitrile (6.7 g, 40.6 mmol) in water (40 mL) and methanol (40 mL), sodium hydroxide (3.2 g, 81.1 mmol) was added. The resulting mixture was stirred at 60° C. for 5 h. After cooling to room temperature, methanol was evaporated under reduced pressure. The residue was acidified with 10% HCl until pH 5. The resulting precipitate was collected by filtration and dried to afford the title compound (6.3 g).

Workup

  1. additionwas added
  2. temperatureAfter cooling to room temperature
  3. custommethanol was evaporated under reduced pressure
  4. filtrationThe resulting precipitate was collected by filtration
  5. customdried

Sources & evidence

ORD record
ord-82204c55c96e44a0a106ecb371bd5bbf
Source dataset
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09078871B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes