Diethylaminoethyl chloride → HCID 19594742, compound

HRID 612588Notes

Reaction equation

HRID 612588 reaction equation
O[C:2]1[C:14]2[C:13](=[O:15])[C:12]3[C:7](=[C:8]([OH:16])[CH:9]=[CH:10][CH:11]=3)[C:6]=2[CH:5]=[CH:4][CH:3]=1.[CH3:17][O-:18].[Na+].Cl[CH2:21][CH2:22][N:23]([CH2:26][CH3:27])[CH2:24][CH3:25]>CO.ClC1C=CC=CC=1>[CH2:22]([N:23]([CH2:26][CH2:17][O:18][C:2]1[C:14]2[C:13](=[O:15])[C:12]3[C:7](=[C:8]([O:16][CH2:21][CH2:22][N:23]([CH2:26][CH3:27])[CH2:24][CH3:25])[CH:9]=[CH:10][CH:11]=3)[C:6]=2[CH:5]=[CH:4][CH:3]=1)[CH2:24][CH3:25])[CH3:21]

Participants

6

Reactant 3

HCID 13364Diethylaminoethyl chlorideHCID 10942334Sodium MethoxideHCID 19594765HCID 19594765, compound

Product 1

HCID 19594742HCID 19594742, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 7964ChlorobenzeneSolvent2×

Procedure

In a manner analogous to Example 3D1, prepare a solution of 1,5-dihydroxy-fluoren-9-one (0.5 g, 2.3 mmole) in 4 mL of methanol and 12 mL chlorobenzene, then add the sodium methoxide (0.28 g, 5.1 mmole). The free base 2-chloro-ethyl-diethyl amine is added (1.1 g, 6 mmole) in 20 mL chlorobenzene. Work-up the reaction in the usual manner to obtain the title compound. m.p. 180-184° C. (dec.). Yield 0.68 g, 61%.

Workup

  1. customthe reaction in the usual manner

Sources & evidence

ORD record
ord-e8c2c012f488459dbf1ea0103f50b662
Source dataset
uspto-grants-1999_12
Patent number
US06004959

Reaction notes

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