Succinic anhydride → HCID 86675381, compound

HRID 926928Notes

Reaction equation

HRID 926928 reaction equation
[F:1][C:2]([F:34])([F:33])[C:3]([C:12]1[CH:13]=[C:14]([CH2:31][NH2:32])[CH:15]=[CH:16][C:17]=1[Sn:18]([CH2:27][CH2:28][CH2:29][CH3:30])([CH2:23][CH2:24][CH2:25][CH3:26])[CH2:19][CH2:20][CH2:21][CH3:22])([O:8][CH2:9][O:10][CH3:11])[C:4]([F:7])([F:6])[F:5].[C:35]1(=[O:41])[O:40][C:38](=[O:39])[CH2:37][CH2:36]1>C1COCC1>[F:34][C:2]([F:1])([F:33])[C:3]([C:12]1[CH:13]=[C:14]([CH:15]=[CH:16][C:17]=1[Sn:18]([CH2:27][CH2:28][CH2:29][CH3:30])([CH2:23][CH2:24][CH2:25][CH3:26])[CH2:19][CH2:20][CH2:21][CH3:22])[CH2:31][NH:32][C:35](=[O:41])[CH2:36][CH2:37][C:38]([OH:40])=[O:39])([O:8][CH2:9][O:10][CH3:11])[C:4]([F:7])([F:6])[F:5]

Participants

4

Reactant 2

HCID 7922Succinic anhydrideHCID 87358663HCID 87358663, compound

Product 1

HCID 86675381HCID 86675381, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
20 °C

Procedure

Compound 8 (401 mg, 661 μmol) was dissolved in freshly distilled THF (5 mL) under nitrogen atmosphere and succinic anhydride (165 mg, 1.65 mmol) was added. After stirring 20 h at 20° C., the solvent was removed under reduced pressure and dissolved in n-hexane. The white precipitate was removed by filtration and the filtrate evaporated to dryness. The residue was purified over silica gel by dichloromethane/methanol (9/1) to give 461 mg (661 μmol, 99% yield) of a white solid.

Workup

  1. customthe solvent was removed under reduced pressure
  2. dissolutiondissolved in n-hexane
  3. customThe white precipitate was removed by filtration
  4. customthe filtrate evaporated to dryness
  5. customThe residue was purified over silica gel by dichloromethane/methanol (9/1)

Sources & evidence

ORD record
ord-5ef61f414b9443f2954a49a04f8c44f7
Source dataset
uspto-grants-2016_03
Patent number
US09290421B2

Reaction notes

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