Acetic Anhydride → HCID 14570263, compound

HRID 1414549Notes

Reaction equation

HRID 1414549 reaction equation
[ClH:1].[CH3:2][N:3]1[CH2:8][CH2:7][C:6]2([C:21]3[CH:20]=[CH:19][CH:18]=[C:17]([OH:22])[C:16]=3[O:15][C:14]3[C:9]2=[CH:10][CH:11]=[CH:12][CH:13]=3)[CH2:5][CH2:4]1.[C:23](OC(=O)C)(=[O:25])[CH3:24]>N1C=CC=CC=1>[ClH:1].[CH3:2][N:3]1[CH2:4][CH2:5][C:6]2([C:21]3[CH:20]=[CH:19][CH:18]=[C:17]([O:22][C:23](=[O:25])[CH3:24])[C:16]=3[O:15][C:14]3[C:9]2=[CH:10][CH:11]=[CH:12][CH:13]=3)[CH2:7][CH2:8]1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 14570261HCID 14570261, compound

Product 1

HCID 14570263HCID 14570263, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

1'-Methyl-4-hydroxyxanthene-9-spiro-4'-piperidine hydrochloride (0.3 g.) in dry pyridine (10 ml.) is treated with excess acetic anhydride for 12 hours at room temperature. Pyridine and acetic anhydride are removed in vacuo and the residue dissolved in chloroform and treated with ethereal hydrochloric acid. The solvent is removed and the residue recrystallised from isopropanol-light petroleum to give 1'-methyl-4-acetoxyxanthene-9-spiro-4'-piperidine hydrochloride, m.p. 216°-220° C.

Workup

  1. customPyridine and acetic anhydride are removed in vacuo
  2. dissolutionthe residue dissolved in chloroform
  3. additiontreated with ethereal hydrochloric acid
  4. customThe solvent is removed
  5. customthe residue recrystallised from isopropanol-light petroleum

Sources & evidence

ORD record
ord-3abea0221de247e2bc58635c8a2768c4
Source dataset
uspto-grants-1977_01
Patent number
US04001419

Reaction notes

Loading…