Potassium Hydroxide → HCID 11978507, compound

HRID 908902Notes

Reaction equation

HRID 908902 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[CH:9][CH2:10][OH:11])=[CH:4][C:3]=1[O:12][CH3:13].[OH-].[K+].Cl.Cl[CH2:18][CH2:19][CH2:20][N:21]1[CH2:25][CH2:24][CH2:23][CH2:22]1.C([O-])(=O)C([O-])=O>>[F:1][C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[CH:9]/[CH2:10][O:11][CH2:18][CH2:19][CH2:20][N:21]2[CH2:25][CH2:24][CH2:23][CH2:22]2)=[CH:4][C:3]=1[O:12][CH3:13]

Participants

5

Reactant 4

HCID 14797Potassium HydroxideHCID 71081OxalateHCID 115719161-(3-chloropropyl)pyrrolidine HydrochlorideHCID 67414458HCID 67414458, compound

Product 1

HCID 11978507HCID 11978507, compoundYield 4.1%

Procedure

Following the procedure described in example 2, but starting from 3-(4-fluoro-3-methoxyphenyl)prop-2-en-1-ol (600 mg), potassium hydroxide (456 mg, 85% wt) and 1-(3-chloropropyl)pyrrolidine, hydrochloride (618 mg) in dimethylsufoxide (5 mL) affords 40 mg of trans-1-{3-[3-(4-fluoro-3-methoxyphenyl)allyloxy]-propyl}pyrrolidine, oxalate as a solid melting at 143-144° C.

Sources & evidence

ORD record
ord-b381d164274b45aa87b56c1d31a04af0
Source dataset
uspto-grants-2011_09
Patent number
US08017646B2

Reaction notes

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