N-(4-Bromobutyl)phthalimide → HCID 86741180, compound

HRID 979773Notes

Reaction equation

HRID 979773 reaction equation
C([O:3][P:4]([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])[O:5][CH2:6][CH3:7])C.Br[CH2:15][CH2:16][CH2:17][CH2:18][N:19]1[C:23](=[O:24])[C:22]2=[CH:25][CH:26]=[CH:27][CH:28]=[C:21]2[C:20]1=[O:29]>>[CH2:6]([O:5][P:4]([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])([CH2:15][CH2:16][CH2:17][CH2:18][N:19]1[C:23](=[O:24])[C:22]2[C:21](=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:20]1=[O:29])=[O:3])[CH3:7]

Participants

3

Reactant 2

HCID 93575N-(4-Bromobutyl)phthalimideHCID 12507761Ethyl (diethoxyphosphanyl)acetate

Product 1

HCID 86741180HCID 86741180, compound

Procedure

Heat 12.5 gm of ethyl (diethoxyphosphino)acetate with 16.9 gm of N-(4-bromobutyl)phthalimide in a melt at 180° for 5 hours under a nitrogen atmosphere. After cooling, chromatograph the mixture on a silica gel column, eluting with a gradient of 1% to 2% CH3OH in EtOAc. Isolate the major product by vacuum evaporation of the solvent from the combined fractions to obtain the title compound. Rf (silica gel; EtOAc:CH3OH, 99:1)=0.40.

Workup

  1. temperatureAfter cooling
  2. washchromatograph the mixture on a silica gel column, eluting with a gradient of 1% to 2% CH3OH in EtOAc
  3. customIsolate the major product
  4. customby vacuum evaporation of the solvent from the combined fractions

Sources & evidence

ORD record
ord-1b1588f8085a4b79bae1924be09b8b76
Source dataset
uspto-grants-1987_01
Patent number
US04634689

Reaction notes

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