Hydrochloric Acid → HCID 131719443, compound

HRID 1733906Notes

Reaction equation

HRID 1733906 reaction equation
[CH2:1]([N:8]1[CH2:17][CH2:16][C@H:15]2[C@H:10]([CH2:11][CH2:12][C:13]([CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)([OH:18])[CH2:14]2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:26]>C(O)C.CCOCC>[ClH:26].[CH2:1]([N:8]1[CH2:17][CH2:16][C@H:15]2[C@H:10]([CH2:11][CH2:12][C:13]([CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)([OH:18])[CH2:14]2)[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 131719444HCID 131719444, compound

Product 1

HCID 131719443HCID 131719443, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 3283Diethyl EtherSolvent

Procedure

Cis-2, 6-Dibenzyl-6-hydroxydecahydroisoquinoline (Example 42, 300 mg) was dissolved in ethanol (10 mL). A saturated solution of hydrogen chloride in ether (3 mL) was added with stirring. The mixture was concentrated in vacuo. The residue was triturated with copious amounts of diethyl ether and filtered. Drying in vacuo at 60° C. afforded a white solid (240 mg): mp 232° C.; Anal. Calcd for C23H29NO.HCl: C, 74.27, H, 8.13, N, 3.77, C1, 9.53, Found: C, 74.10, H, 8.22, N, 3.38, Cl, 9.40.

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. customThe residue was triturated with copious amounts of diethyl ether
  3. filtrationfiltered
  4. customDrying in vacuo at 60° C.

Sources & evidence

ORD record
ord-30a1275cc7354bbe8240550cac1a3369
Source dataset
uspto-grants-1996_07
Patent number
US05532243

Reaction notes

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