Phosphorus oxide (P4O10) → 3,4-Dihydro-8-fluoro-7-methyl-2-oxo-1-benzazepine

HRID 1458307Notes

Reaction equation

HRID 1458307 reaction equation
[O:1]=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.[F:15][C:16]1[CH:25]=[C:24]2[C:19]([CH2:20][CH2:21][CH2:22][C:23]2=[N:26]O)=[CH:18][C:17]=1[CH3:28]>P(=O)(O)(O)O>[F:15][C:16]1[C:17]([CH3:28])=[CH:18][C:19]2=[CH:20][CH2:21][CH2:22][C:23](=[O:1])[N:26]=[C:24]2[CH:25]=1

Participants

4

Reactant 2

HCID 14812Phosphorus oxide (P4O10)2×HCID 71431698N-(7-Fluoro-6-methyl-3,4-dihydronaphthalen-1(2H)-ylidene)hydroxylamine

Product 1

HCID 221019513,4-Dihydro-8-fluoro-7-methyl-2-oxo-1-benzazepineYield 83.9%

Reagents, catalysts & solvents 1

HCID 1004Phosphoric AcidSolvent

Procedure

To 70 ml of 85% phosphoric acid, 100 g of phosphoric anhydride were added in portions. After the phosphoric anhydride was dissolved thoroughly, 10.0 g of 7-fluoro-6 -methyl-1-tetralone oxime were added to the resulting solution over 20 minutes at an external temperature of 90° C., followed by stirring for 4 hours under the same conditions. After the completion of the reaction, the reaction mixture was poured into ice water. The crystals so precipitated were collected by filtration. The crystals so obtained were recrystallized from chloroform-diethyl ether, whereby 8.3 g of the title compound was obtained.

Workup

  1. customAfter the completion of the reaction
  2. customThe crystals so precipitated
  3. filtrationwere collected by filtration
  4. customThe crystals so obtained
  5. customwere recrystallized from chloroform-diethyl ether

Sources & evidence

ORD record
ord-7e3a0bab56f74f7d9977066a9a7fd175
Source dataset
uspto-grants-1998_12
Patent number
US05849945

Reaction notes

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