Phenylhydrazine → Indole

HRID 2047579

Reaction equation

HRID 2047579 reaction equation
C1(=O)CCCC(=O)C1.C1(NN)C=CC=CC=1.C1[C:29]2[NH:28][C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[C:21]=2C(=O)CC1>>[NH:28]1[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:21]=[CH:29]1

Participants

4

Reactant 3

HCID 7516PhenylhydrazineHCID 104341,3-CyclohexanedioneHCID 9291301,2,3,9-Tetrahydro-4H-carbazol-4-one

Product 1

HCID 798Indole

Procedure

A 0.25 mol/L 1,3-cyclohexanedione/50% sulfuric acid solution was sent as a first fluid from the center at a ratio of supply pressure/back pressure of 0.07 MPa/0.02 MPa, a rotation speed of 500 rpm, and a sending temperature of 25° C., and a 0.25 mol/L phenylhydrazine/50% sulfuric acid solution was introduced as a second fluid into a space between the processing surfaces at 18 mL/min. The first fluid and the second fluid were mixed in a thin film fluid, and then a solution obtained after processing was discharged from the space between the processing surfaces at 29 mL/min. As a result of HPLC analysis, the production rate of 1,2,3,4-tetrahydrocarbazol-4-one was 80% or higher.

Workup

  1. additionThe first fluid and the second fluid were mixed in a thin film fluid
  2. customa solution obtained after processing
  3. customAs a result of HPLC analysis

Sources & evidence

ORD record
ord-22752de4b62a4d5ca61efec0c75ddadd
Source dataset
uspto-grants-2013_11
Patent number
US08592498B2

Linked notes

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