Acetic Acid → HCID 86613018, compound

HRID 1058521Notes

Reaction equation

HRID 1058521 reaction equation
[CH3:1][NH:2][C@@H:3]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[C@H:6]([C:13]2[CH:14]=[CH:15][C:16]([Cl:20])=[C:17]([Cl:19])[CH:18]=2)[CH2:5][CH2:4]1.[C:21]([OH:24])(=[O:23])[CH3:22]>C(OCC)(=O)C>[CH3:1][NH:2][C@@H:3]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[C@H:6]([C:13]2[CH:14]=[CH:15][C:16]([Cl:20])=[C:17]([Cl:19])[CH:18]=2)[CH2:5][CH2:4]1.[C:21]([O-:24])(=[O:23])[CH3:22]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 68617Sertraline2×

Product 1

HCID 86613018HCID 86613018, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

Sertraline base (the compound of Preparation AA, 200.2 mg) was dissolved in ethyl acetate (200 μL) in a 5 ml reaction vial. Glacial acetic acid (41.2 μL) was added to the sertraline base solution with stirring. An additional 500 μL of ethyl acetate was added to facilitate stirring. The reaction mixture was allowed to granulate at room temperature for five hours. The solids were filtered, washed with 10 mL of ethyl acetate and then dried in a vacuum oven at 40° C. for 20 hour. The yield was determined to be 16%. mp 126° C.

Workup

  1. stirringto facilitate stirring
  2. filtrationThe solids were filtered
  3. washwashed with 10 mL of ethyl acetate
  4. customdried in a vacuum oven at 40° C. for 20 hour

Sources & evidence

ORD record
ord-9ec7664ed3f64a6aaf886a4aea6d10cb
Source dataset
uspto-grants-2003_02
Patent number
US06517866B1

Reaction notes

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