HCID 10069523, compound → HCID 9819469, compound

HRID 2379529Notes

Reaction equation

HRID 2379529 reaction equation
[CH3:1]/[C:2](/[CH2:17][CH2:18]/[CH:19]=[C:20](\[CH3:27])/[CH2:21][CH2:22][CH:23]=[C:24]([CH3:26])[CH3:25])=[CH:3]\[CH2:4][NH:5][C:6](=[O:16])[CH2:7][P:8](=[O:15])([O:12]CC)[O:9]CC>C1(C)C=CC=CC=1>[CH3:1]/[C:2](/[CH2:17][CH2:18]/[CH:19]=[C:20](\[CH3:27])/[CH2:21][CH2:22][CH:23]=[C:24]([CH3:26])[CH3:25])=[CH:3]\[CH2:4][NH:5][C:6](=[O:16])[CH2:7][P:8](=[O:9])([OH:15])[OH:12]

Participants

3

Reactant 1

HCID 10069523HCID 10069523, compound

Product 1

HCID 9819469HCID 9819469, compoundYield 47%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Diethyl [2-[(E,E)-3,7,11-trimethyl-2,6,10-dodecatrienylamino]-2-oxo-ethyl]phosphonate (0.325 g, 0.81 mmol) was deprotected in a similar fashion as that described in Step 2 of Example 2. The reaction mixture was diluted with toluene, then evaporated. This process was repeated two more times. The final residue was treated with diluted hydrochloride acid (0.1N) and extracted with ethyl acetate. The extract was washed with water three times, then dried and filtered. Evaporation of the filtrate afforded the title compound (0.14 g, 0.38 mmol, 47%) as a amorphous powder.

Workup

  1. customevaporated
  2. additionThe final residue was treated with diluted hydrochloride acid (0.1N)
  3. extractionextracted with ethyl acetate
  4. washThe extract was washed with water three times
  5. customdried
  6. filtrationfiltered
  7. customEvaporation of the filtrate

Sources & evidence

ORD record
ord-11555f5476eb4c81961d8682427c700a
Source dataset
uspto-grants-1994_11
Patent number
US05362906

Reaction notes

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