Acetone → HCID 129651641, compound

HRID 1246222Notes

Reaction equation

HRID 1246222 reaction equation
CO[C:3]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[NH:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=1.Cl.CC(C)=[O:21]>>[N:11](=[C:10]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]1[CH:4]=[CH:3][C:17]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)[OH:21]

Participants

4

Reactant 3

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 7842410-Methoxyiminostilbene

Product 1

HCID 129651641HCID 129651641, compoundYield 97%

Procedure

A 2-L, three-necked flask equipped with a mechanical stirrer, thermometer and nitrogen inlet was charged with 10-methoxyiminostilbene I (110.0 g, 0.49 mol) and 330 mL acetone. A 10% solution of hydrochloric acid (28.6 g, 0.08 mol) was then added. The reaction mixture was stirred at ambient temperature for 1–1.5 hours until reaction completion. The product was precipitated by the addition of 660 mL of deionized water, and the resulting suspension was stirred for 3–4 hours. The suspension was filtered and washed with water. After drying, oximinostilbene (99.92 g, 97%) was obtained as a bright yellow solid having a purity of 99% by HPLC.

Workup

  1. customThe product was precipitated by the addition of 660 mL of deionized water
  2. stirringthe resulting suspension was stirred for 3–4 hours
  3. filtrationThe suspension was filtered
  4. washwashed with water
  5. customAfter drying

Sources & evidence

ORD record
ord-5d734d05fc4a4365be96cf4cc0d32e1a
Source dataset
uspto-grants-2006_10
Patent number
US07125987B2

Reaction notes

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