p-Aminoacetophenone → HCID 54333435, compound

HRID 2057657Notes

Reaction equation

HRID 2057657 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][CH:3]=1.[S:11]1[CH:15]=[CH:14][CH:13]=[C:12]1[CH:16]=[CH:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25]OS(C)(=O)=O>CN(C)P(N(C)C)(N(C)C)=O>[S:11]1[CH:15]=[CH:14][CH:13]=[C:12]1[CH:16]=[CH:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][NH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:9]2[CH:6]=[CH:7][CH:2]=[CH:3][CH:4]=2)=[O:10])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7468p-AminoacetophenoneHCID 54204630HCID 54204630, compound

Product 1

HCID 54333435HCID 54333435, compound

Reagents, catalysts & solvents 1

HCID 12679HexamethylphosphoramideSolvent

Procedure

p-Aminoacetophenone is heated with 5 g. 10-(2-thien-yl)-1-methanesulfonyloxy-9-decene (prepared by the method of Example 9) in 50 ml. hexamethylphosphoramide containing anhydrous potassium carbonate (1.9 g.) for 16 hours a 100° C. The solution is cooled to room temperature, filtered to remove solids, and the filtrate is diluted with cold water (50 ml.). The amber solid so obtained is collected and washed with water. Recrystallization from ethanol followed by dichloromethane provides the title compound.

Workup

  1. filtrationfiltered
  2. customto remove solids
  3. additionthe filtrate is diluted with cold water (50 ml.)
  4. customThe amber solid so obtained
  5. customis collected
  6. washwashed with water
  7. customRecrystallization from ethanol

Sources & evidence

ORD record
ord-1621db1e19aa48b7b115d95afb854ace
Source dataset
uspto-grants-1980_07
Patent number
US04211783

Reaction notes

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