HCID 84733317, compound → Carbon Dioxide

HRID 2277608Notes

Reaction equation

HRID 2277608 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[NH:6][CH:5]2[CH2:12][CH3:13].[Cl:14][C:15]1[CH:23]=[C:22]2[C:18]([CH:19]([CH2:25][CH3:26])[NH:20][C:21]2=[O:24])=[CH:17][CH:16]=1>>[C:7](=[O:11])=[O:24].[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[NH:6][CH:5]2[CH2:12][CH3:13].[Cl:14][C:15]1[CH:23]=[C:22]2[C:18]([CH:19]([CH2:25][CH3:26])[NH:20][C:21]2=[O:24])=[CH:17][CH:16]=1

Participants

5

Reactant 2

HCID 84733317HCID 84733317, compoundHCID 84733318HCID 84733318, compound

Product 3

HCID 280Carbon DioxideHCID 84733317HCID 84733317, compoundHCID 84733318HCID 84733318, compound

Procedure

The mixture of 5-chloro-3-ethyl-2,3-dihydro-isoindol-1-one and 6-chloro-3-ethyl-2,3-dihydro-isoindol-1-one was subject to SFC separation (IC 250 mm×50 mm, 5 um, mobile phase A: supercritical CO2, B: IPA (0.05% NH3H2O), A:B=60:40 at 140 mL/min) to give (R or S)-5-chloro-3-ethyl-2,3-dihydro-isoindol-1-one (intermediate A-13-1a) and (S or R)-5-chloro-3-ethyl-2,3-dihydro-isoindol-1-one as one pair of enantiomers and (R or S)-6-chloro-3-ethyl-2,3-dihydro-isoindol-1-one and (S or R)-6-chloro-3-ethyl-2,3-dihydro-isoindol-1-one as another pair of enantiomers.

Workup

  1. customwas subject to SFC separation (IC 250 mm×50 mm, 5 um, mobile phase A

Sources & evidence

ORD record
ord-21f06f256fcd4b18b973e2c0f05daa8a
Source dataset
uspto-grants-2015_09
Patent number
US09133158B2

Reaction notes

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