Hydrochloric Acid → HCID 20576746, compound

HRID 133755Notes

Reaction equation

HRID 133755 reaction equation
Cl[C:2]([O:4][CH2:5][CH3:6])=[O:3].[NH2:7][C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][C:9]=1[F:15].Cl>[OH-].[Na+]>[CH2:5]([O:4][C:2](=[O:3])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][C:9]=1[F:15])[CH3:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 10928Ethyl chloroformateHCID 27359194-Amino-3-fluorophenol

Product 1

HCID 20576746HCID 20576746, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Conditions

Temperature
80 °C

Procedure

Ethyl chloroformate (0.37 ml, 3.9 mmol) was added to a stirring solution of 4-amino-3-fluorophenol (0.5 g, 3.9 mmol) in 2 ml of 10% NaOH. The reaction mixture was heated at 80° C. for 30 min. After cooling, the solution was acidified with hydrochloric acid to give the product. 1H NMR (400 MHz, DMSO-d6): 1.20 (3H, t, J=7.0 Hz), 4.06 (2H, q, J=7.0 Hz), 6.53-6.59 (2H, m), 7.16-7.21 (1H, m), 8.79 (1H, s), 9.72 (1H, s).

Workup

  1. temperatureAfter cooling
  2. customto give the product

Sources & evidence

ORD record
ord-d96f39e12679420a8f6573262d8d1920
Source dataset
uspto-grants-2008_06
Patent number
US07390923B2

Reaction notes

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