Hydrochloric Acid → HCID 67736902, compound

HRID 2211408Notes

Reaction equation

HRID 2211408 reaction equation
[ClH:1].[C:2]1([C:8]2([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[C@@H:16]3[C@@H:12]([CH2:13][N:14](C(OC(C)(C)C)=O)[CH2:15]3)[C@:11]([F:32])([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=3[O:30][CH3:31])[CH2:10][CH2:9]2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>O1CCOCC1>[ClH:1].[C:33]1([C:8]2([C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[C@@H:16]3[C@@H:12]([CH2:13][NH:14][CH2:15]3)[C@:11]([F:32])([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=3[O:30][CH3:31])[CH2:10][CH2:9]2)[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57167112HCID 57167112, compound

Product 1

HCID 67736902HCID 67736902, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

A solution of 6.3N hydrochloric acid in 20 cm3 of dioxane is added to a solution of 2.07 g of (3aS,4S,7aS)-7,7-diphenyl-4-fluoro-4-(2-methoxyphenyl)-2-tert-butoxycarbonyl-perhydroisoindole in 20 cm3 of dioxane at room temperature. The reaction mixture is stirred at this temperature for 3 hours and then concentrated to dryness under reduced pressure (2.7 kPa). The residue is crystallised in 40 cm3 of absolute ethanol and the crystals are filtered off and then dried. 1 g of (3aS,4S,7aS)-7,7-diphenyl-4-fluoro-4-(2-methoxyphenyl)-perhydroisoindole hydrochloride is obtained in the form of white crystals which melt at 270° C.

Workup

  1. concentrationconcentrated to dryness under reduced pressure (2.7 kPa)
  2. customThe residue is crystallised in 40 cm3 of absolute ethanol
  3. filtrationthe crystals are filtered off
  4. customdried

Sources & evidence

ORD record
ord-c54366de8ab14a95bfabf28aeba768e7
Source dataset
uspto-grants-1995_10
Patent number
US05463077

Reaction notes

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