Chlorosuccinimide → HCID 131717503, compound

HRID 847430Notes

Reaction equation

HRID 847430 reaction equation
[OH:1][CH:2]1[CH:6]2[CH2:7][CH2:8][CH:3]1[C:4]1[C:12]([C:13](=[O:35])[NH:14][CH2:15][CH2:16][CH2:17][O:18][C:19]3[CH:24]=[CH:23][C:22]([C:25]([CH2:28][CH3:29])([CH3:27])[CH3:26])=[CH:21][C:20]=3[C:30]([CH2:33][CH3:34])([CH3:32])[CH3:31])=[CH:11][C:10]([OH:36])=[CH:9][C:5]=12.[Cl:37]N1C(=O)CCC1=O>O1CCCC1>[O:1]=[C:2]1[CH:6]2[CH2:7][CH2:8][CH:3]1[C:4]1[C:12]([C:13](=[O:35])[NH:14][CH2:15][CH2:16][CH2:17][O:18][C:19]3[CH:24]=[CH:23][C:22]([C:25]([CH2:28][CH3:29])([CH3:27])[CH3:26])=[CH:21][C:20]=3[C:30]([CH2:33][CH3:34])([CH3:32])[CH3:31])=[C:11]([Cl:37])[C:10](=[O:36])[CH2:9][C:5]=12

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 131717501HCID 131717501, compound

Product 1

HCID 131717503HCID 131717503, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The above (4.9 g) synthesized in (3) above was dissolved in tetrahydrofuran (60 ml), and N-chlorosuccinimide (2.9 g) was added thereto, followed by reacting the reaction for 6 hours. Thereafter, the solvent was distilled off, and the residue was purified by silica gel chromatography to obtain 3,6-dioxo-4-[3-(2,4-di-t-pentylphenoxy)propylcarbamoyl]-5-chlorobenzonorbornene. (Yield: 5.0 g (95.7 %).

Workup

  1. customthe reaction for 6 hours
  2. distillationThereafter, the solvent was distilled off
  3. customthe residue was purified by silica gel chromatography

Sources & evidence

ORD record
ord-ac9a6e0b7e8a4e46a3d4bbc7a0b7ee3e
Source dataset
uspto-grants-1992_08
Patent number
US05142029

Reaction notes

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