(4-Hydroxy-1-methyl-4-phenylpiperidin-3-yl)(phenyl)methanone → HCID 21436093, compound

HRID 328247Notes

Reaction equation

HRID 328247 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][C:5](O)([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:4](C(=O)C2C=CC=CC=2)[CH2:3]1.[O:23]([CH2:30]CN1CCC(O)(C2C=CC=CC=2)C(C(=O)C2C=CC=CC=2)C1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.[Cl-].[Al+3].[Cl-].[Cl-]>C1C=CC=CC=1>[O:23]([CH2:30][CH2:1][N:2]1[CH2:7][CH2:6][C:5]([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:4][CH2:3]1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

5

Reactant 3

HCID 20784(4-Hydroxy-1-methyl-4-phenylpiperidin-3-yl)(phenyl)methanoneHCID 6451240Aluminum(III) ChlorideHCID 21436100HCID 21436100, compound

Product 1

HCID 21436093HCID 21436093, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

When proceeding as described in Example 2 but replacing the corresponding 1-methyl-3-benzoyl-4-hydroxy-4-phenylpiperidine by 1-(2-phenoxyethyl)-3-benzoyl-4-hydroxy-4-phenylpiperidine and reacting 20 g. thereof with benzene in the presence of anhydrous aluminum chloride, 13 g. of 1-(2-phenoxyethyl)-4,4-diphenylpiperidine are obtained. Its boiling point is 145° C./0.01 mm. Hg. The compound yields a fumaric acid salt melting at 199.5° C.

Sources & evidence

ORD record
ord-426f60903ef7484bbf7183acc4ed82fb
Source dataset
uspto-grants-1977_04
Patent number
US04016280

Reaction notes

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