Hydrochloric Acid → 2-[[(2R)-3-Chloro-2-hydroxy-2-methylpropyl]oxy]-1H-isoindole-1,3(2H)-dione

HRID 270117Notes

Reaction equation

HRID 270117 reaction equation
[CH3:1][C@@:2]1([CH2:5][O:6][N:7]2[C:15](=[O:16])[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[C:8]2=[O:17])[CH2:4][O:3]1.[ClH:18]>>[Cl:18][CH2:4][C@@:2]([OH:3])([CH3:1])[CH2:5][O:6][N:7]1[C:15](=[O:16])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]1=[O:17]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 86601487HCID 86601487, compound

Product 1

HCID 689620112-[[(2R)-3-Chloro-2-hydroxy-2-methylpropyl]oxy]-1H-isoindole-1,3(2H)-dione

Procedure

2-[[(2S)-2-Methyloxiranyl]methoxy]-1H-isoindole-1,3(2H)-dione (3.0 g, 12.9 mmol) was treated with concentrated hydrochloric acid (12 ml) and stirred at ambient temperature for 2 h. The mixture was partitioned between water and dichloromethane, the organics were dried and purified by chromatography (EtOAc) to give the sub-title compound as a colourless solid (3.3 g).

Workup

  1. customThe mixture was partitioned between water and dichloromethane
  2. customthe organics were dried
  3. custompurified by chromatography (EtOAc)

Sources & evidence

ORD record
ord-460a7102b8754d30a3c94e3886b1ebdf
Source dataset
uspto-grants-2008_11
Patent number
US07449475B2

Reaction notes

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