Hydrochloric Acid → 2,3-Dihydro-1H-isoindol-5-ol--hydrogen chloride (1/1)

HRID 1927699Notes

Reaction equation

HRID 1927699 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH2:7][N:6](C(OC(C)(C)C)=O)[CH2:5]2.[ClH:18]>O1CCOCC1>[ClH:18].[OH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH2:7][NH:6][CH2:5]2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 18630963tert-butyl 5-hydroxy-2,3-dihydro-1H-isoindole-2-carboxylate

Product 1

HCID 444744002,3-Dihydro-1H-isoindol-5-ol--hydrogen chloride (1/1)

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

2 g (235.3 mmol) of tert-butyl 5-hydroxy-1,3-dihydroisoindole-2-carboxylate are dissolved in 20 ml of a 4 M hydrogen chloride solution in dioxane. After 1 h at 22° C., the mixture is evaporated to dryness in vacuo. The resultant white crystals (1.4 g (96%) MW 171.6) are employed in the following reactions without further purification.

Workup

  1. customthe mixture is evaporated to dryness in vacuo
  2. customThe resultant white crystals (1.4 g (96%) MW 171.6) are employed in the following reactions without further purification

Sources & evidence

ORD record
ord-db4b9eefd42a4c47a3ca5625b5336577
Source dataset
uspto-grants-2012_05
Patent number
US08183279B2

Reaction notes

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