HCID 70577955, compound → HCID 70579383, compound

HRID 2286901Notes

Reaction equation

HRID 2286901 reaction equation
[ClH:1].[C:2]([O:5][C:6]1[C:11]2[O:12][C:13]3[C:18]([C:19]4([CH2:24][CH2:23][N:22](CC5C=CC=CC=5)[CH2:21][CH2:20]4)[C:10]=2[CH:9]=[CH:8][CH:7]=1)=[CH:17][CH:16]=[CH:15][CH:14]=3)(=[O:4])[CH3:3]>C(=O)C.[Pd]>[ClH:1].[C:2]([O:5][C:6]1[C:11]2[O:12][C:13]3[C:18]([C:19]4([CH2:24][CH2:23][NH:22][CH2:21][CH2:20]4)[C:10]=2[CH:9]=[CH:8][CH:7]=1)=[CH:17][CH:16]=[CH:15][CH:14]=3)(=[O:4])[CH3:3]

Participants

4

Reactant 1

HCID 70577955HCID 70577955, compound

Product 1

HCID 70579383HCID 70579383, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 177AcetaldehydeSolvent

Procedure

A solution of 4-acetoxy-1'-benzylxanthene-9-spiro-4'-piperidine hydrochloride (13.5 g.) in ethanal (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 solvent evaporated to dryness. The residue is crystallised from ethanol-ether to give 4-acetoxyxanthene-9-spiro-4'-piperidine hydrochloride, m.p. 162°-165° C.

Workup

  1. customat 1 atmosphere and 25° C
  2. filtrationThe catalyst is filtered off
  3. customthe solvent evaporated to dryness
  4. customThe residue is crystallised from ethanol-ether

Sources & evidence

ORD record
ord-b41095d7968441b4afc50462b33287b0
Source dataset
uspto-grants-1981_05
Patent number
US04268514

Reaction notes

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