Ethyl chloroformate → HCID 13799984, compound

HRID 1905019Notes

Reaction equation

HRID 1905019 reaction equation
[F:1][C:2]1[CH:26]=[CH:25][C:5]([CH2:6][C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10](=[O:17])[N:9]([CH:18]3[CH2:23][CH2:22][N:21](C)[CH2:20][CH2:19]3)[N:8]=2)=[CH:4][CH:3]=1.[CH2:27]([O:29][C:30](Cl)=[O:31])[CH3:28]>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10](=[O:17])[N:9]([CH:18]3[CH2:19][CH2:20][N:21]([C:30]([O:29][CH2:27][CH3:28])=[O:31])[CH2:22][CH2:23]3)[N:8]=2)=[CH:25][CH:26]=1

Participants

4

Reactant 2

HCID 10928Ethyl chloroformateHCID 13799983HCID 13799983, compound

Product 1

HCID 13799984HCID 13799984, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

366.5 g (1.043 mol) 4-(4-Fluorobenzyl)-2-(N-methyl-piperidin-4-yl)-1-(2H)-phtalazinone are dissolved in 1100 ml toluene which had been dried over K2CO3. Any water present in azeotropically distilled off using a water separator. 390 g (3.59 mol) ethylchloroformate are added dropwise over 11/2 hours and the mixture stirred for 4 hours under reflux. A precipitate separated out and is suction filtered. The filtrate is evaporated on a rotary evaporator, the residue is taken up in 400 ml ether, stirred briefly and suction filtered. After washing with ether, the substance is dried in a drying cupboard. (M.p. 151°-152° C.).

Workup

  1. dry with materialhad been dried over K2CO3
  2. distillationAny water present in azeotropically distilled off
  3. temperatureunder reflux
  4. customA precipitate separated out and
  5. filtrationfiltered
  6. customThe filtrate is evaporated on a rotary evaporator
  7. stirringstirred briefly
  8. filtrationsuction filtered
  9. washAfter washing with ether
  10. customthe substance is dried in a drying cupboard

Sources & evidence

ORD record
ord-1af770b3a0054071ac0dceb74ddaddf4
Source dataset
uspto-grants-1989_06
Patent number
US04841047

Reaction notes

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