Chloranil → HCID 21399914, compound

HRID 1438988Notes

Reaction equation

[CH3:1][C:2]1[C:14]([CH3:15])=[C:13]2[C:5]([C:6]3[CH2:7][CH2:8][CH2:9][CH:10]([C:16]([OH:18])=[O:17])[C:11]=3[NH:12]2)=[CH:4][CH:3]=1.C1(Cl)C(=O)C(Cl)=C(Cl)C(=O)C=1Cl>>[CH3:1][C:2]1[C:14]([CH3:15])=[C:13]2[C:5]([C:6]3[CH:7]=[CH:8][CH:9]=[C:10]([C:16]([OH:18])=[O:17])[C:11]=3[NH:12]2)=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 8371Chloranil

HCID 21399941HCID 21399941, compound

Product 1

HCID 21399914HCID 21399914, compoundYield 50%

Procedure

Under the conditions of Example 9, the ethyl ester of 7,8-dimethyl-1,2,3,4-tetrahydrocarbazole-1-carboxylic acid is dehydrogenated with chloranil; after recrystallization from isopropyl alcohol, the ethyl ester of 7,8-dimethylcarbazole-1-carboxylic acid is obtained in a 50% yield, m.p. 92° C.

Workup

customafter recrystallization from isopropyl alcohol

Sources & evidence

ORD record: ord-514212c83e4547239e0f15f05fc7db47
Source dataset: uspto-grants-1977_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04057640

Reaction notes

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