Indoprofen → HCID 12769704, compound

HRID 371112Notes

Reaction equation

HRID 371112 reaction equation
[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][N:3]1[C:11]1[CH:16]=[CH:15][C:14]([CH:17]([CH3:21])[C:18]([OH:20])=[O:19])=[CH:13][CH:12]=1.C(N(CC)CC)C.Br[CH:30]1[C:39]2[C:34](=[CH:35][CH:36]=[CH:37][CH:38]=2)[C:32](=[O:33])[O:31]1>C(Cl)(Cl)Cl>[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][N:3]1[C:11]1[CH:16]=[CH:15][C:14]([CH:17]([CH3:21])[C:18]([O:20][CH:30]2[C:39]3[C:34](=[CH:35][CH:36]=[CH:37][CH:38]=3)[C:32](=[O:33])[O:31]2)=[O:19])=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 3718IndoprofenHCID 8471TriethylamineHCID 962181(3H)-Isobenzofuranone, 3-bromo-

Product 1

HCID 12769704HCID 12769704, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To a solution of 8.4 g of 2-[4-(1-oxo-2-isoindolinyl)phenyl]propionic acid in 40 ml of chloroform and 3.4 of triethylamine is added a solution of 6.2 g of 3-bromophthalide in 20 ml of chloroform. The solution thus obtained is stirred 24 hours at room temperature, the organic phase is washed with an aqueous solution of sodium bicarbonate, then with water and finally it is dried on anhydrous sodium sulfate and evaporated to dryness to yield the phthalidyl 2-[4-(1-oxo-2-isoindolinyl)phenyl]propionate; yield 75%.

Workup

  1. customThe solution thus obtained
  2. washthe organic phase is washed with an aqueous solution of sodium bicarbonate
  3. dry with materialwith water and finally it is dried on anhydrous sodium sulfate
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-866305e13bcb49849e5207844b25c121
Source dataset
uspto-grants-1985_07
Patent number
US04529737

Reaction notes

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