HCID 70578263, compound → HCID 70578308, compound

HRID 1414562Notes

Reaction equation

HRID 1414562 reaction equation
[ClH:1].C([O:9][C:10]1[C:15]2[O:16][C:17]3[C:22]([C:23]4([CH2:28][CH2:27][N:26]([CH3:29])[CH2:25][CH2:24]4)[C:14]=2[CH:13]=[CH:12][CH:11]=1)=[CH:21][CH:20]=[C:19]([O:30][CH3:31])[CH:18]=3)C1C=CC=CC=1>C(O)C.[Pd]>[ClH:1].[OH:9][C:10]1[C:15]2[O:16][C:17]3[C:22]([C:23]4([CH2:24][CH2:25][N:26]([CH3:29])[CH2:27][CH2:28]4)[C:14]=2[CH:13]=[CH:12][CH:11]=1)=[CH:21][CH:20]=[C:19]([O:30][CH3:31])[CH:18]=3

Participants

4

Reactant 1

HCID 70578263HCID 70578263, compound

Product 1

HCID 70578308HCID 70578308, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 4-benzyloxy-6-methoxy-1'-methylxanthene-9-spiro-4'-piperidine hydrochloride (1.5 g.) in ethanol (200 ml.) is hydrogenated using 5% w/w palladium-on-carbon catalyst at 1 atmosphere and 25° C. The catalyst is filtered off and the ethanol evaporated to give a gummy residue which is crystallised from ethanol-ether to give 4-hydroxy-6-methoxy-1'-methylxanthene-9-spiro-4'-piperidine hydrochloride, m.p. 223°-224° C.

Workup

  1. customat 1 atmosphere and 25° C
  2. filtrationThe catalyst is filtered off
  3. customthe ethanol evaporated
  4. customto give a gummy residue which
  5. customis crystallised from ethanol-ether

Sources & evidence

ORD record
ord-aa275577167c4484b9fcac73c150d671
Source dataset
uspto-grants-1977_01
Patent number
US04001419

Reaction notes

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