Methyl 3-(1-methyl-2-oxocyclohexyl)propanoate → 1,2,3,4-Tetrahydro-1-methylcarbazole-1-propionic Acid Methyl Ester

HRID 65623Notes

Reaction equation

HRID 65623 reaction equation
[CH3:1][O:2][C:3](=[O:14])[CH2:4][CH2:5][C:6]1([CH3:13])[CH2:11][CH2:10][CH2:9][CH2:8][C:7]1=O.COC(=O)CCC1(CC)CCCCC1=O.C(C12CCC(=O)[N:43]3C1=C([C:37]1[CH:38]=[CH:39][CH:40]=[CH:41][C:42]=13)CCC2)C>>[CH3:1][O:2][C:3](=[O:14])[CH2:4][CH2:5][C:6]1([CH3:13])[C:7]2[NH:43][C:42]3[C:37](=[CH:38][CH:39]=[CH:40][CH:41]=3)[C:8]=2[CH2:9][CH2:10][CH2:11]1

Participants

4

Reactant 3

HCID 574325Methyl 3-(1-methyl-2-oxocyclohexyl)propanoateHCID 122918881-Ethyl-2-oxocyclohexanepropionic acid methyl esterHCID 122918913a-ethyl-1,2,3,3a,4,5-hexahydro-6H-pyrido[3,2,1-jk]carbazol-6-one

Product 1

HCID 122918951,2,3,4-Tetrahydro-1-methylcarbazole-1-propionic Acid Methyl Ester

Procedure

In the same manner but replacing 1-methyl-2-oxocyclohexanepropionic acid methyl ester with an equivalent amount of 1-ethyl-2-oxocyclohexanepropionic acid methyl ester, described in Example 6, 3a-ethyl-1,2,3,3a,4,5-hexahydro-6H-pyrido[3,2,1-jk]carbazol-6-one, mp 97°-99° C., and 1-ethyl-1,2,3,4-tetracarbazole-1-propionic acid methyl ester, νmaxCHCl3 1738 cm-1 are obtained.

Workup

  1. customνmaxCHCl3 1738 cm-1 are obtained

Sources & evidence

ORD record
ord-b5f2ae0aed824be9a78e79591ec2f29e
Source dataset
uspto-grants-1978_12
Patent number
US04128560

Reaction notes

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