3-(4-Chlorophenoxy)pyrrolidine → 1-[3-(4-Chlorophenoxy)-1-pyrrolidinyl]-3-(5-methoxy-2-nitrophenoxy)-2-propanol

HRID 584644Notes

Reaction equation

HRID 584644 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([N+:14]([O-:16])=[O:15])=[C:7]([CH:13]=1)[O:8][CH2:9][CH:10]1[CH2:12][O:11]1.[Cl:17][C:18]1[CH:29]=[CH:28][C:21]([O:22][CH:23]2[CH2:27][CH2:26][NH:25][CH2:24]2)=[CH:20][CH:19]=1>>[Cl:17][C:18]1[CH:29]=[CH:28][C:21]([O:22][CH:23]2[CH2:27][CH2:26][N:25]([CH2:12][CH:10]([OH:11])[CH2:9][O:8][C:7]3[CH:13]=[C:3]([O:2][CH3:1])[CH:4]=[CH:5][C:6]=3[N+:14]([O-:16])=[O:15])[CH2:24]2)=[CH:20][CH:19]=1

Participants

3

Reactant 2

HCID 129995703-(4-Chlorophenoxy)pyrrolidineHCID 223137262-[(5-Methoxy-2-nitrophenoxy)methyl]oxirane

Product 1

HCID 223136041-[3-(4-Chlorophenoxy)-1-pyrrolidinyl]-3-(5-methoxy-2-nitrophenoxy)-2-propanol

Procedure

The subtitle compound was prepared in analogy of Example 253 ii) from 2-[(5-methoxy-2-nitrophenoxy)methyl]oxirane (320 mg, 1.6 mmol) and 3-(4-chlorophenoxy)pyrrolidine (365 mg, 1.6 mmol). The crude product was obtained as a yellow oil (580 mg) and was used without further purification.

Sources & evidence

ORD record
ord-2caf0628d03c4c379cd257d76d55986c
Source dataset
uspto-grants-2005_08
Patent number
US06927222B2

Reaction notes

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