Hydrochloric Acid → HCID 26985459, compound

HRID 2368918Notes

Reaction equation

HRID 2368918 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH2:10][C:11]#N)[CH:5]=[C:6]([O:8][CH3:9])[CH:7]=1.[OH-:13].[Na+].Cl.C[OH:17].O>>[F:1][C:2]1[CH:3]=[C:4]([CH2:10][C:11]([OH:17])=[O:13])[CH:5]=[C:6]([O:8][CH3:9])[CH:7]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 22242641Methanol--water (1/1)HCID 26985457(3-Fluoro-5-methoxyphenyl)acetonitrile

Product 1

HCID 26985459HCID 26985459, compound

Conditions

Temperature
65 °C

Procedure

To a solution of 2-(3-fluoro-5-methoxyphenyl)acetonitrile (2.62 g, 16 mmol) in MeOH:H2O (1:1; 15 mL), NaOH (1.28 g, 32 mmol) was added. Then the mixture was stirred at 65° C. for 4 h. The mixture was cooled to room temperature, and 4M aqueous HCl solution was added until the pH was adjusted to 4-5. The mixture was filtered and the solid obtained was washed with H2O (2×5 mL) to give 2.33 g of 2-(3-fluoro-5-methoxyphenyl)acetic acid. 1H NMR (CDCl3): δ 6.52-6.62 (m, 3H), 3.78 (s, 3H), 3.59 (s, 2H).

Workup

  1. temperatureThe mixture was cooled to room temperature
  2. filtrationThe mixture was filtered
  3. customthe solid obtained
  4. washwas washed with H2O (2×5 mL)

Sources & evidence

ORD record
ord-0c8c023b1a8940c787bfb5f233d341fd
Source dataset
uspto-grants-2014_04
Patent number
US08703810B2

Reaction notes

Loading…