1,2-Dichloroethane → HCID 818594, compound

HRID 127908

Reaction equation

HRID 127908 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10]1[C:9](=[O:15])[CH2:8][CH2:7][CH2:6][C:5]2=1.[CH2:16](Cl)[CH2:17][Cl:18].[OH-].[Na+]>S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC>[CH3:1][C:2]1[CH:3]=[C:4]2[C:12](=[CH:13][CH:14]=1)[N:11]([CH2:16][CH2:17][Cl:18])[C:10]1[C:9](=[O:15])[CH2:8][CH2:7][CH2:6][C:5]2=1

Participants

5

Reactant 3

HCID 111,2-DichloroethaneHCID 14798Sodium HydroxideHCID 6079846-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one

Product 1

HCID 818594HCID 818594, compound

Reagents, catalysts & solvents 1

HCID 94433Tetrabutylammonium hydrogen sulfateCatalyst

Procedure

100 g. (0.5 mole) of 6-methyl-1,2,3,4-tetrahydrocarbazol-1-one and 500 ml. (4 mole) of ethylene chloride are stirred together with 500 ml. of aqueous sodium hydroxide solution (30% strength) and 4.25 g. (12.5 m moles) of tetrabutylammoniumhydrogen sulfate for 20 hours at 20° to 30° C. Working up is done according to the procedure given in Example 1. 112 g. (=86% of the theoretical) of 6-methyl-9-(2-chloroethyl)-1,2,3,4-tetrahydrocarbazol-1-one (melting at 108° C.) are thus obtained.

Sources & evidence

ORD record
ord-42cef469917c416da7f2089395fd399a
Source dataset
uspto-grants-1981_03
Patent number
US04258043

Linked notes

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