Cesium carbonate → HCID 23287551, compound

HRID 367008Notes

Reaction equation

[CH3:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[C:4]([CH3:11])[C:3]=1[OH:12].Cl.Cl[CH2:15][CH2:16][N:17]1[CH2:21][CH2:20][CH2:19][CH2:18]1.C(=O)([O-])[O-].[Cs+].[Cs+]>>[CH3:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[C:4]([CH3:11])[C:3]=1[O:12][CH2:15][CH2:16][N:17]1[CH2:21][CH2:20][CH2:19][CH2:18]1

Participants

Reactant 3

HCID 10796Cesium carbonate

HCID 170302,6-Xylenol, 4-nitro-

HCID 816681-(2-Chloroethyl)pyrrolidine hydrochloride

Product 1

HCID 23287551HCID 23287551, compound

Procedure

1-[2-(2,6-dimethyl-4-nitrophenoxy)ethyl]pyrrolidine was prepared in a manner analogous to the alkylation described in Example 1, from 2,6-dimethyl-4-nitrophenol (1.0 g, 5.98 mmol), 1-(2-chloroethyl)pyrrolidine hydrochloride (1.52 g, 8.97 mmol) and caesium carbonate (5.83 g, 17.94 mmol) to give the desired product as a brown oil. 6H (CDCl3) 7.89 (2H, s), 3.96 (2H, t, J 6.1 Hz), 2.93 (2H, t, J 6.1 Hz), 2.65 (4H, m), 2.35 (6H, s) and 1.83 (4H, m). MS (ES+) 265 (MH+).

Sources & evidence

ORD record: ord-6caf6852361d4b76b0cbe5a5a6f575fe
Source dataset: uspto-grants-2000_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06133257

Reaction notes

Loading…