Formaldehyde → 3-Phenyl-5-{2-(1-pyrrolidinylmethyl)-3-methylbutyryl}isoxazole

HRID 1742537Notes

Reaction equation

HRID 1742537 reaction equation
[C:1]1([C:7]2[CH:11]=[C:10]([C:12](=[O:17])[CH2:13][CH:14]([CH3:16])[CH3:15])[O:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[NH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1.C=O>>[C:1]1([C:7]2[CH:11]=[C:10]([C:12](=[O:17])[CH:13]([CH2:24][N:19]3[CH2:20][CH2:21][CH2:22][CH2:23]3)[CH:14]([CH3:15])[CH3:16])[O:9][N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 3

HCID 712FormaldehydeHCID 2723721Piperidine, hydrochloride (1:1)HCID 151807673-Phenyl-5-(3-methylbutyryl)isoxazole

Product 1

HCID 199769183-Phenyl-5-{2-(1-pyrrolidinylmethyl)-3-methylbutyryl}isoxazole

Procedure

From 1.5 g (6.6 mmol) of 3-phenyl-5-(3-methyl-butyryl)isoxazole prepared above in the procedure (2), 0.84 g (7.9 mmol) of piperidine hydrochloride, and 0.26 g (8.7 mmol) of paraformaldehyde, the free base of 3-phenyl-5-{2-(1-pyrrolidinylmethyl)-3-methylbutyryl}-isoxazole was obtained as crystals in a manner similar to Example 28. Analytical results of the crystals obtained: Yield: 0.7 g (34.3%). Melting point: 77°-79° C.

Sources & evidence

ORD record
ord-be581f9e2b3d46079c9f27a688c83451
Source dataset
uspto-grants-1994_08
Patent number
US05338857

Reaction notes

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