Tetrahydrofuran → HCID 71477447, compound

HRID 527146Notes

Reaction equation

HRID 527146 reaction equation
[NH2:1][C:2]1([C:13]2[CH:18]=[CH:17][C:16]([CH:19]([CH3:21])[CH3:20])=[CH:15][C:14]=2[O:22][CH3:23])[C:10](=[O:11])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:12].Cl[C:25](Cl)([O:27][C:28](=[O:34])OC(Cl)(Cl)Cl)Cl.[CH2:36]1COCC1>>[CH:19]([C:16]1[CH:17]=[CH:18][C:13]([C:2]2([NH:1][C:28](=[O:34])[O:27][CH2:25][CH3:36])[C:10](=[O:11])[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[C:3]2=[O:12])=[C:14]([O:22][CH3:23])[CH:15]=1)([CH3:21])[CH3:20]

Participants

4

Reactant 3

HCID 8028TetrahydrofuranHCID 94429TriphosgeneHCID 86717345HCID 86717345, compound

Product 1

HCID 71477447HCID 71477447, compoundYield 96%

Procedure

A solution of 2-amino-2-(4-isopropyl-2-methoxyphenyl)-2H-inden-1,3-dione (0.80 g, 2.58 mmol) in anhydrous THF (20 ml) was added triphosgene (0.84 g, 2.84 mmol) and stirred for 15 min. The reaction mixture was concentrated and was dissolved in ethanol (20 ml) was stirred for 2 hrs at room temperature to afford the title compound (0.95 g, 96%).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. dissolutionwas dissolved in ethanol (20 ml)
  3. stirringwas stirred for 2 hrs at room temperature

Sources & evidence

ORD record
ord-f6fb36ac244a412a9ad9ed900b756f26
Source dataset
uspto-grants-2016_05
Patent number
US09346749B2

Reaction notes

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