Acetic Anhydride → HCID 19833135, compound

HRID 1639372Notes

Reaction equation

HRID 1639372 reaction equation
[CH3:1][O:2][C:3]1[CH:16]=[CH:15][C:6]2[C:7]3[CH2:8][CH2:9][CH2:10][NH:11][C:12]=3[CH2:13][CH2:14][C:5]=2[CH:4]=1.[C:17](OC(=O)C)(=[O:19])[CH3:18]>N1C=CC=CC=1>[C:17]([N:11]1[C:12]2[CH2:13][CH2:14][C:5]3[CH:4]=[C:3]([O:2][CH3:1])[CH:16]=[CH:15][C:6]=3[C:7]=2[CH2:8][CH2:9][CH2:10]1)(=[O:19])[CH3:18]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 19833143HCID 19833143, compound

Product 1

HCID 19833135HCID 19833135, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 4.70 g of 8-methoxy-1,2,3,4,5,6-hexahydrobenzo[f]-quinoline in 15 ml of pyridine and 11 ml of acetic anhydride is left to stand at room temperature for 20 hours and evaporated. The residue remaining behind is taken up twice in 50 ml of dry toluene each time and the solutions obtained are evaporated to dryness. The residue is chromatographed on 50 g of silica gel with methylene chloride and gives 4-acetyl-8-methoxy-1,2,3,4,5,6-hexahydrobenzo[f]quinoline with a melting point of 119°-120° after recrystallization from ispropyl ether.

Workup

  1. waitis left
  2. customevaporated
  3. customthe solutions obtained
  4. customare evaporated to dryness
  5. customThe residue is chromatographed on 50 g of silica gel with methylene chloride

Sources & evidence

ORD record
ord-28b25514e70b4717a8c96e03d72fdc8b
Source dataset
uspto-grants-1989_11
Patent number
US04883815

Reaction notes

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