1-Chloro-2-(diethylamine)ethane hydrochloride → HCID 9884986, compound

HRID 612602Notes

Reaction equation

HRID 612602 reaction equation
[CH3:1][O:2][C:3]1[CH:15]=[C:14]([O:16][CH3:17])[C:13]2[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][C:11]=3[OH:18])[C:6](=[O:19])[C:5]=2[CH:4]=1.C[O-].[Na+].Cl.Cl[CH2:25][CH2:26][N:27]([CH2:30][CH3:31])[CH2:28][CH3:29]>CO.ClC1C=CC=CC=1>[CH2:26]([N:27]([CH2:30][CH3:31])[CH2:28][CH2:29][O:18][C:11]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:12]=1[C:13]1[C:14]([O:16][CH3:17])=[CH:15][C:3]([O:2][CH3:1])=[CH:4][C:5]=1[C:6]2=[O:19])[CH3:25]

Participants

6

Reactant 3

HCID 133631-Chloro-2-(diethylamine)ethane hydrochlorideHCID 10942334Sodium MethoxideHCID 14188394HCID 14188394, compound

Product 1

HCID 9884986HCID 9884986, compoundYield 64.9%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 7964ChlorobenzeneSolvent

Procedure

Similar to example 3D1, prepare a solution of 2,4-dimethoxy-5-hydroxy-fluoren-9-one (0.33 g, 1.3 mmol) in methanol (8 mL) and 24 mL chlorobenzene with sodium methoxide (0.11 g, 2.0 mmole), and react the free base of 2-chloro-ethyl-diethyl amine hydrochloride 2.1 g (12 mmole) in order to obtain 0.30 g of the title compound as a reddish-orange powder. m.p. 178° C.-180° C. Analysis calculated for C21H25NO4.HCl: C, 64.36; H, 6.69; N, 3.58. Found: C, 63.99; H, 6.75; N, 3.62.

Sources & evidence

ORD record
ord-0cc2eb81624b4083ae2b1c895c2af74d
Source dataset
uspto-grants-1999_12
Patent number
US06004959

Reaction notes

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