Hydrochloric Acid → HCID 67736920, compound

HRID 2211406Notes

Reaction equation

HRID 2211406 reaction equation
[ClH:1].[C:2]1([C@:8]2([OH:36])[CH2:16][CH2:15][C:14]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[C@@H:13]3[C@H:9]2[CH2:10][N:11](C(OC(C)(C)C)=O)[CH2:12]3)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>O1CCOCC1>[ClH:1].[C:2]1([C@:8]2([OH:36])[CH2:16][CH2:15][C:14]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)([C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=3)[C@@H:13]3[C@H:9]2[CH2:10][NH:11][CH2:12]3)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 15289535HCID 15289535, compound

Product 1

HCID 67736920HCID 67736920, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

A solution of 6.3N hydrochloric acid in 115 cm3 of dioxane is added to a solution of 6.8 g of (3aS, 4S, 7aS )-4,7,7-triphenyl-2-tert-butoxycarbonyl-perhydroisoindol-4-ol in 60 cm3 of dioxane at room temperature. The reaction mixture is stirred at this temperature for 2 hour and then concentrated to dryness under reduced pressure (2.7 kPa). The residue is washed with acetonitrile, filtered off and then dried. 4 g of (3aS, 4S, 7aS )-4,7,7- triphenyl-perhydroisoindol-4-ol hydrochloride are obtained in the form of a white foam.

Workup

  1. concentrationconcentrated to dryness under reduced pressure (2.7 kPa)
  2. washThe residue is washed with acetonitrile
  3. filtrationfiltered off
  4. customdried

Sources & evidence

ORD record
ord-668f1222b67d40509333cefbafc109bf
Source dataset
uspto-grants-1995_10
Patent number
US05463077

Reaction notes

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