Propionyl chloride → HCID 12804769, compound

HRID 1648913Notes

Reaction equation

[CH3:1][N:2]1[CH2:7][CH2:6][C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[CH2:15][C:16]2[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][C:17]=2[F:23])([OH:8])[CH2:4][CH2:3]1.[C:24]([Cl:28])(=[O:27])[CH2:25][CH3:26]>>[ClH:28].[F:23][C:17]1[CH:18]=[C:19]([CH3:22])[CH:20]=[CH:21][C:16]=1[CH2:15][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1[C:5]1([O:8][C:24](=[O:27])[CH2:25][CH3:26])[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]1

Participants

Reactant 2

HCID 62324Propionyl chloride

HCID 12804754HCID 12804754, compound

Product 1

HCID 12804769HCID 12804769, compound

Procedure

By following the manipulative procedure outlined above in Example 24, 1.97 g of 1-methyl-4-[α-(2-fluoro-4-methylphenyl)-2-tolyl]-4-piperidinol, Example 4, is treated with 6.3 ml of propionyl chloride to produce 4-[α-(2-fluoro-4-methylphenyl)-2-tolyl]-4-propionyloxy-1-methylpiperidine hydrochloride which is recrystallized from an acetone-ether mixture affording a product having an mp of 183°-186° C.

Sources & evidence

ORD record: ord-71ab688cc289434ab16977c3ed123010
Source dataset: uspto-grants-1983_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04414219

Reaction notes

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