Methanol → HCID 9949210, compound

HRID 612591Notes

Reaction equation

HRID 612591 reaction equation
[OH:1][C:2]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:3]=1[C:4]1[CH:5]=[CH:6][C:7]([O:16][CH3:17])=[CH:8][C:9]=1[C:10]2=[O:15].CO.C[O-].[Na+].Cl[CH2:24][CH2:25][N:26]([CH2:29][CH3:30])[CH2:27][CH3:28]>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[CH:5]=[CH:6][C:7]([O:16][CH3:17])=[CH:8][C:9]=1[C:10]2=[O:15])[CH3:24]

Participants

6

Reactant 4

HCID 887MethanolHCID 13364Diethylaminoethyl chlorideHCID 10942334Sodium MethoxideHCID 19594941HCID 19594941, compound

Product 1

HCID 9949210HCID 9949210, compound

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

In a manner analogous to Example 3D1, combine 5-hydroxy-2-methoxy-fluoren-9-one (0.35 g, 1.5 mmole), 3 mL methanol and sodium methoxide (0.12 g, 2.1 mole) in 10 mL chlorobenzene. After cooling, add the specially prepared free base 2-chloroethyldiethyl amine to obtain the hydrochloride salt of the title compound as a yellow-orange powder. m.p. 196°-199° C. (dec.). Yield 0.387 g, 72%.

Workup

  1. temperatureAfter cooling

Sources & evidence

ORD record
ord-4ab883989d9a45e497e0faf777d07d90
Source dataset
uspto-grants-1999_12
Patent number
US06004959

Reaction notes

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