23138-53-6 → HCID 68748359, compound

HRID 624107Notes

Reaction equation

HRID 624107 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][NH:2]1.[N:10]([C:13]1[CH:22]=[CH:21][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:15][CH:14]=1)=[C:11]=[O:12]>O1CCCC1>[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][N:2]1[C:11]([NH:10][C:13]1[CH:22]=[CH:21][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:15][CH:14]=1)=[O:12]

Participants

4

Reactant 2

HCID 28045423138-53-6HCID 422478Isoindoline

Product 1

HCID 68748359HCID 68748359, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

Isoindoline (1.693 ml, 14.47 mmol) was dissolved in tetrahydrofuran (20 ml) and cooled to 0° C.; and methyl 4-isocyanatobenzoate (2.18 g, 12.06 mmol) was added by syringe and the resulting mixture was warmed to ambient temperature, and then stirred overnight. The solution was concentrated to a slurry, diluted with ether, and filtered to provide the title compound.

Workup

  1. temperaturethe resulting mixture was warmed to ambient temperature
  2. concentrationThe solution was concentrated to a slurry
  3. additiondiluted with ether
  4. filtrationfiltered

Sources & evidence

ORD record
ord-8c9f8c65e6764971b49cc7a235da57bc
Source dataset
uspto-grants-2016_04
Patent number
US09302989B2

Reaction notes

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