1-Chloro-2-(diethylamine)ethane hydrochloride → HCID 9800193, compound

HRID 612610Notes

Reaction equation

HRID 612610 reaction equation
[OH:1][C:2]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:3]=1[C:4]1[C:5]([O:20][CH3:21])=[CH:6][C:7]([O:16][CH2:17][CH2:18][CH3:19])=[CH:8][C:9]=1[C:10]2=[O:15].Cl.Cl[CH2:24][CH2:25][N:26]([CH2:29][CH3:30])[CH2:27][CH3:28].C[O-].[Na+]>CO.ClC1C=CC=CC=1>[CH2:25]([N:26]([CH2:29][CH3:30])[CH2:27][CH2:28][O:1][C:2]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:3]=1[C:4]1[C:5]([O:20][CH3:21])=[CH:6][C:7]([O:16][CH2:17][CH2:18][CH3:19])=[CH:8][C:9]=1[C:10]2=[O:15])[CH3:24]

Participants

6

Reactant 3

HCID 133631-Chloro-2-(diethylamine)ethane hydrochlorideHCID 10942334Sodium MethoxideHCID 19594704HCID 19594704, compound

Product 1

HCID 9800193HCID 9800193, compoundYield 47.1%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 7964ChlorobenzeneSolvent

Procedure

In a manner analagous to Example 9B, react 5-hydroxy-2-propoxy-4-methoxy-fluoren-9-one (1.75 g, 6.1) in 5 mL methanol and 100 mL chlorobenzene with 2-chloroethyldiethyl amine hydrochloride (4.4 g, 25 mmole) and sodium methoxide (0.51 g, 9.5 mmole) and reflux for 2 hours then continue as in Example 9B to give 1.1 g. of the title compound (2.9 mmole, 47%).

Workup

  1. temperaturereflux for 2 hours
  2. customto give 1.1 g

Sources & evidence

ORD record
ord-5ae60d393d8f4f01b9408b0967c3ef20
Source dataset
uspto-grants-1999_12
Patent number
US06004959

Reaction notes

Loading…