Sodium Carbonate → HCID 86733965, compound

HRID 1576272Notes

Reaction equation

HRID 1576272 reaction equation
[OH:1][C:2]1[C:7]2[C:8](O)([CH3:22])[C:9]3[C:14]([C:15]4([CH2:20][CH2:19][N:18]([CH3:21])[CH2:17][CH2:16]4)[C:6]=2[CH:5]=[CH:4][CH:3]=1)=[CH:13][CH:12]=[CH:11][CH:10]=3.C(=O)([O-])[O-].[Na+].[Na+]>Cl>[OH:1][C:2]1[C:7]2[C:8](=[CH2:22])[C:9]3[C:14]([C:15]4([CH2:16][CH2:17][N:18]([CH3:21])[CH2:19][CH2:20]4)[C:6]=2[CH:5]=[CH:4][CH:3]=1)=[CH:13][CH:12]=[CH:11][CH:10]=3

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 86733952HCID 86733952, compound

Product 1

HCID 86733965HCID 86733965, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

4,10-Dihydroxy-1',10-dimethyl-9,10-dihydroanthracene-9-spiro-4'-piperidine (5 mg.) in hydrochloric acid (1 ml., 3N) is warmed on the steam bath for 10 minutes. The reaction mixture is basified with sodium carbonate and extracted with ether. The ether extract is washed with brine and evaporated to give a gum which on crystallisation from ethanol gives 4-hydroxy-1'-methyl-10-methylene-9,10-dihydroanthracene-9-spiro-4'-piperidine, m.p. 117°-120°C.

Workup

  1. extractionextracted with ether
  2. extractionThe ether extract
  3. washis washed with brine
  4. customevaporated
  5. customto give a gum which
  6. customon crystallisation from ethanol

Sources & evidence

ORD record
ord-f51d9dcad23b426d8ec286fef2f56e4e
Source dataset
uspto-grants-1976_09
Patent number
US03979513

Reaction notes

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