Propionyl chloride → HCID 19838438, compound

HRID 476765Notes

Reaction equation

HRID 476765 reaction equation
[C:1](Cl)(=[O:4])[CH2:2][CH3:3].Cl.[NH2:7][CH:8]1[CH2:20][C:19]2[C:11](=[CH:12][C:13]3[CH2:17][CH2:16][O:15][C:14]=3[CH:18]=2)[CH2:10][CH2:9]1>C1C=CC=CC=1.C(N(CC)CC)C.O>[C:1]([NH:7][CH:8]1[CH2:20][C:19]2[C:11](=[CH:12][C:13]3[CH2:17][CH2:16][O:15][C:14]=3[CH:18]=2)[CH2:10][CH2:9]1)(=[O:4])[CH2:2][CH3:3]

Participants

6

Reactant 2

HCID 62324Propionyl chlorideHCID 19838440HCID 19838440, compound

Product 1

HCID 19838438HCID 19838438, compound

Reagents, catalysts & solvents 3

HCID 241BenzeneSolvent2×HCID 962WaterSolventHCID 8471TriethylamineSolvent

Procedure

A solution of propionyl chloride in 50 ml of benzene is added dropwise to a solution of 5 g of the compound of Example 2 in 100 ml of benzene and 4.2 ml of triethylamine. After one and a half hours' refluxing, the cooled mixture is diluted with water, separated off after being left to settle and extracted with benzene, and the organic phase is washed with water, dried over anhydrous sodium sulfate and evaporated under vacuum. The dry residue is recrystallized in acetonitrile.

Workup

  1. temperatureAfter one and a half hours' refluxing
  2. customseparated off
  3. waitafter being left
  4. extractionextracted with benzene
  5. washthe organic phase is washed with water
  6. dry with materialdried over anhydrous sodium sulfate
  7. customevaporated under vacuum
  8. customThe dry residue is recrystallized in acetonitrile

Sources & evidence

ORD record
ord-1cc0214918e74f2b82234fdf45941cdf
Source dataset
uspto-grants-1989_12
Patent number
US04885373

Reaction notes

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