Ethyl 4-oxocyclohexanecarboxylate → Ethyl 9-benzoyl-1,2,3,4-tetrahydrocarbazole-3-carboxylate

HRID 1605085Notes

Reaction equation

HRID 1605085 reaction equation
Cl.[C:2]([N:10]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)N)(=[O:9])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH3:18][CH2:19][O:20][C:21]([CH:23]1[CH2:29][CH2:28][C:26](=O)[CH2:25][CH2:24]1)=[O:22]>>[C:2]([N:10]1[C:26]2[CH2:28][CH2:29][CH:23]([C:21]([O:20][CH2:19][CH3:18])=[O:22])[CH2:24][C:25]=2[C:17]2[C:12]1=[CH:13][CH:14]=[CH:15][CH:16]=2)(=[O:9])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 317638Ethyl 4-oxocyclohexanecarboxylateHCID 121972221-Benzoyl-1-phenylhydrazine hydrochloride

Product 1

HCID 21548423Ethyl 9-benzoyl-1,2,3,4-tetrahydrocarbazole-3-carboxylate

Procedure

Following a procedure similar to that of Example 31 and using 11 g. of 1-benzoyl-1-phenylhydrazine hydrochloride and 7.62 g. of ethyl cyclohexanone-4-carboxylate (prepared in situ from the corresponding ethylene ketal) there was obtained 6.2 g. of the title compound; m.p. 67°-69°C. (ether-pentane).

Workup

  1. customwas obtained 6.2 g

Sources & evidence

ORD record
ord-c9d94c7cae9a4c4aa012fe8cf7df77a2
Source dataset
uspto-grants-1976_04
Patent number
US03948939

Reaction notes

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