Hydrochloric Acid → (3aRS,4RS,7aRS)-7,7-dimethyl-4-(2-methoxyphenyl)-4-perhydroisoindolol hydrochloride

HRID 55409Notes

Reaction equation

HRID 55409 reaction equation
[CH3:1][C:2]1([CH3:27])[CH:10]2[CH:6]([CH2:7][N:8](C(OC(C)(C)C)=O)[CH2:9]2)[C:5]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[O:25][CH3:26])([OH:18])[CH2:4][CH2:3]1.[ClH:28]>O1CCOCC1>[ClH:28].[CH3:1][C:2]1([CH3:27])[CH:10]2[CH:6]([CH2:7][NH:8][CH2:9]2)[C:5]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[O:25][CH3:26])([OH:18])[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67714048(3aRS,4RS,7aRS)-7,7-dimethyl-4-(2-methoxyphenyl)-2-t-butyloxycarbonyl-4-perhydroisoindolol

Product 1

HCID 67714309(3aRS,4RS,7aRS)-7,7-dimethyl-4-(2-methoxyphenyl)-4-perhydroisoindolol hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of 1.49 g of (3aRS,4RS,7aRS)-7,7-dimethyl-4-(2-methoxyphenyl)-2-t -butyloxycarbonyl-4-perhydroisoindolol in 21 cm3 of dioxane are added 35 cm3 of 7.4 N hydrochloric acid solution in dioxane. The reaction mixture is stirred for 1 hour at room temperature and then concentrated to dryness under reduced pressure (2.7 kPa). 1.47 g of (3aRS,4RS,7aRS)-7,7-dimethyl-4-(2-methoxyphenyl)-4-perhydroisoindolol hydrochloride are obtained in the form of a white foam.

Workup

  1. concentrationconcentrated to dryness under reduced pressure (2.7 kPa)

Sources & evidence

ORD record
ord-4a68416147ab4fb3a083434614df81f1
Source dataset
uspto-grants-1997_04
Patent number
US05624950

Reaction notes

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