Succinic anhydride → HCID 86675382, compound

HRID 926932Notes

Reaction equation

HRID 926932 reaction equation
[F:1][C:2]([F:35])([F:34])[C:3]([C:12]1[CH:13]=[C:14]([CH2:31][NH:32][CH3:33])[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:36]1(=[O:42])[O:41][C:39](=[O:40])[CH2:38][CH2:37]1>C1COCC1>[F:35][C:2]([F:1])([F:34])[C:3]([C:12]1[CH:13]=[C:14]([CH:15]=[CH:16][C:17]=1[Sn:18]([CH2:23][CH2:24][CH2:25][CH3:26])([CH2:27][CH2:28][CH2:29][CH3:30])[CH2:19][CH2:20][CH2:21][CH3:22])[CH2:31][N:32]([CH3:33])[C:39](=[O:40])[CH2:38][CH2:37][C:36]([OH:41])=[O:42])([O:8][CH2:9][O:10][CH3:11])[C:4]([F:7])([F:6])[F:5]

Participants

4

Reactant 2

HCID 7922Succinic anhydrideHCID 87358059(3-(1,1,1,3,3,3-hexafluoro-2-(methoxymethoxy)propan-2-yl)-4-(tri butyl-stannyl)phenyl)-N-methylmethanamine

Product 1

HCID 86675382HCID 86675382, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Compound 14 (114 mg, 184 μmol) was dissolved in freshly distilled THF (3 mL) under nitrogen atmosphere and succinic anhydride (37 mg, 368 μmol) was added. After overnight 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 (95/5) to give 119 mg (165 μmol, 90% yield) of a colorless oil.

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 (95/5)

Sources & evidence

ORD record
ord-3389b07a4b954228ad8b132779cfe01c
Source dataset
uspto-grants-2016_03
Patent number
US09290421B2

Reaction notes

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