Hydrochloric Acid → 4-(2-Phenylethyl)benzoic acid

HRID 2421634Notes

Reaction equation

HRID 2421634 reaction equation
C[O:2][C:3](=[O:18])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:6][CH:5]=1.[OH-].[Na+].Cl>CCO>[CH2:10]([C:7]1[CH:6]=[CH:5][C:4]([C:3]([OH:18])=[O:2])=[CH:9][CH:8]=1)[CH2:11][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 204665344-Phenethyl-benzoic acid methyl ester

Product 1

HCID 104894314-(2-Phenylethyl)benzoic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

76B (1.20 g, 5 mmol) was suspended in EtOH (4 mL) and aqueous NaOH (1 M, 10 mL) and was heated to 75° C. for one hour. Upon cooling to room temperature, the solution was acidified with HCl (conc.), was cooled to 0° C., and was filtered. The white crystalline precipitate was dried under vacuum (835 mg, 74%). NMR 1H (ppm, CDCl3): 8.00 (d, J3=8.2 Hz, 2H), 7.29-7.13 (m, 9H), 3.01-2.91 (m, 4H).

Workup

  1. temperaturewas cooled to 0° C.
  2. filtrationwas filtered
  3. customThe white crystalline precipitate was dried under vacuum (835 mg, 74%)

Sources & evidence

ORD record
ord-d5166be5f2bd4c8f87e526bf7779b10f
Source dataset
uspto-grants-2011_06
Patent number
US07956216B2

Reaction notes

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