Pyridine → HCID 54121726, compound

HRID 1388640Notes

Reaction equation

HRID 1388640 reaction equation
[Cl:1][C:2]1[S:6][C:5]([CH2:7][O:8][N:9]=[C:10]([C:14]2[C:15](=[O:23])[CH2:16][C:17]([CH3:22])([CH3:21])[CH2:18][C:19]=2[OH:20])[CH2:11][CH2:12][CH3:13])=[CH:4][CH:3]=1.N1C=CC=CC=1.[C:30](Cl)(=[O:32])[CH3:31]>C(Cl)Cl>[C:30]([O:23][C:15]1[CH2:16][C:17]([CH3:22])([CH3:21])[CH2:18][C:19](=[O:20])[C:14]=1[C:10](=[N:9][O:8][CH2:7][C:5]1[S:6][C:2]([Cl:1])=[CH:3][CH:4]=1)[CH2:11][CH2:12][CH3:13])(=[O:32])[CH3:31]

Participants

5

Reactant 3

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 136017126HCID 136017126, compound

Product 1

HCID 54121726HCID 54121726, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a reaction mixture containing 3.6 gms (0.01 mol) of 2-{1-[(5-chlorothien-2-ylmethoxy)imino]butyl}-3-hydroxy-5,5-dimethylcyclohex-2-en-1-one and 0.87 gm (0.011 mol) of pyridine in 20 mls of methylene chloride stirred at 0° C. is added 0.89 gm (0.011 mol) of acetyl chloride. The mixture is then stirred at room temperature for 2 hours. The mixture is then worked up by washing with water, drying with anhydrous magnesium sulfate, and filtered. The filtrate is evaporated under vacuum affording 3-acetyloxy-2-{1-[(5-chlorothien-2-ylmethoxy)imino]butyl}-5,5-dimethylcyclohex-2-en-1-one.

Workup

  1. stirringThe mixture is then stirred at room temperature for 2 hours
  2. washby washing with water
  3. dry with materialdrying with anhydrous magnesium sulfate
  4. filtrationfiltered
  5. customThe filtrate is evaporated under vacuum

Sources & evidence

ORD record
ord-8ea386af31c74eb9a81e06f0dfdcb941
Source dataset
uspto-grants-1984_02
Patent number
US04432786

Reaction notes

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