Hydrochloric Acid → 2-[3-Chloro-4-(pyrazol-1-yl)phenyl]propionic acid ethyl ester

HRID 1733025Notes

Reaction equation

HRID 1733025 reaction equation
[CH2:1]([O:3][C:4](=[O:16])[CH:5]([C:7]1[CH:12]=[CH:11][C:10]([NH:13][NH2:14])=[C:9]([Cl:15])[CH:8]=1)[CH3:6])[CH3:2].C(O[CH:20]([CH3:31])[C:21](OCC)(OCC)OCC)C.Cl>C(O)C>[CH2:1]([O:3][C:4](=[O:16])[CH:5]([C:7]1[CH:12]=[CH:11][C:10]([N:13]2[CH:31]=[CH:20][CH:21]=[N:14]2)=[C:9]([Cl:15])[CH:8]=1)[CH3:6])[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 22024899Tetra-ethoxypropaneHCID 539939322-(3-Chloro-4-hydrazinophenyl)propionic acid ethyl ester

Product 1

HCID 545042332-[3-Chloro-4-(pyrazol-1-yl)phenyl]propionic acid ethyl esterYield 83%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.11 g (8.7 mmoles) of 2-(3-chloro-4-hydrazinophenyl)propionic acid ethyl ester and 1.91 g of tetra-ethoxypropane are dissolved in 2 ml of absolute ethanol. The solution is saturated with hydrochloric acid gas and left to stand for half an hour. The solvent is evaporated off; the residue is distilled. 2 g (83%) of 2-[3-chloro-4-(pyrazol-1-yl) phenyl] propionic acid ethyl ester (b.p. 120° C./10-2 mm Hg) are obtained.

Workup

  1. waitleft
  2. waitto stand for half an hour
  3. customThe solvent is evaporated off
  4. distillationthe residue is distilled

Sources & evidence

ORD record
ord-1ed34c5924f6478b8135ec4d2ee87925
Source dataset
uspto-grants-1980_12
Patent number
US04239901

Reaction notes

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