Ethyl ketone → HCID 20373191, compound

HRID 1834419Notes

Reaction equation

HRID 1834419 reaction equation
[CH3:1][CH2:2][C:3](=O)[CH2:4][CH3:5].[CH3:7][C:8]1[NH:9][CH:10]=[C:11]([CH3:16])[C:12]=1[C:13](=[O:15])[CH3:14].CC(OCC1C2C(=CC=CC=2)C(COC(C)=O)=C2C=1C=CC=C2)=O.[PH2](O)=O>I.O>[CH3:7][C:8]1[NH:9][C:10]([CH:3]([CH2:4][CH3:5])[CH2:2][CH3:1])=[C:11]([CH3:16])[C:12]=1[C:13](=[O:15])[CH3:14]

Participants

7

Reactant 4

HCID 7288Ethyl ketoneHCID 15163Ketone, 2,4-dimethylpyrrol-3-yl methylHCID 613145Acetic acid 10-acetoxymethyl-anthracen-9-ylmethyl esterHCID 4124402Phosphinic Acid

Product 1

HCID 20373191HCID 20373191, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 24841Hydrogen iodideSolvent

Procedure

3-Pentanone (0.85 ml) was added to a solution of 548 mg of 2,4-dimethyl-3-acetyl-pyrrole, in 10 ml of aq. hydriodic acid, 10 ml of acetic anydride and 2 ml of hypophosphorous acid. The solution was stirred for 13/4 hours then poured into 200 ml of water to precipitate the product as tiny nearly colourless prisms (651 mg, 79%), m.p. about 186°-189° C. For analysis it was recrystallized from ethanol as colourless plates, m.p. 188.5° C. after a solid phase change at 135°. Anal. Calc. for C13H21NO: C, 75.31; H, 10.21; N, 6.76. Found: C, 75.13; H, 10.04; N, 6.78.

Workup

  1. customto precipitate the product as tiny nearly colourless prisms (651 mg, 79%), m.p. about 186°-189° C
  2. customFor analysis it was recrystallized from ethanol as colourless plates, m.p. 188.5° C. after a solid phase change at 135°

Sources & evidence

ORD record
ord-39ff53c646f94d339228035e798d6cc6
Source dataset
uspto-grants-1978_01
Patent number
US04070366

Reaction notes

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