Isopropanol → HCID 19741654, compound

HRID 2255066Notes

Reaction equation

HRID 2255066 reaction equation
Cl.[F:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9]N)=[CH:5][CH:4]=1.[CH3:11][CH2:12][O:13][C:14]([CH2:16][CH:17]1[C:22](=O)[CH2:21][CH2:20][CH2:19][CH2:18]1)=[O:15].[CH3:24]C(O)C>>[F:2][C:3]1[CH:8]=[C:7]2[C:6](=[CH:5][CH:4]=1)[NH:9][C:22]1[CH:17]([CH2:16][C:14]([O:13][CH:12]([CH3:24])[CH3:11])=[O:15])[CH2:18][CH2:19][CH2:20][C:21]2=1

Participants

4

Reactant 3

HCID 3776IsopropanolHCID 699814-Fluorophenylhydrazine hydrochlorideHCID 91229Ethyl 2-oxocyclohexylacetate

Product 1

HCID 19741654HCID 19741654, compound

Procedure

A mixture of 1-(4-fluorophenyl)hydrazine hydrochloride (5 g), ethyl 2-cyclohexanoneacetate (5.6 g) and 2-propanol (100 ml) is refluxed under nitrogen for 9 hours. After cooling the mixture is filtered and the solution evaporated to dryness. The residue is purified through a silica gel column eluiting with methylene chloride/methanol (100/1) to give 4 g of isopropyl 6-fluoro-1,2,3,4-tetrahydrocarbazol-1-yl-acetate.

Workup

  1. temperatureis refluxed under nitrogen for 9 hours
  2. temperatureAfter cooling the mixture
  3. filtrationis filtered
  4. customthe solution evaporated to dryness
  5. customThe residue is purified through a silica gel column

Sources & evidence

ORD record
ord-fa8ec77910f64b3ba38de398433a7e1b
Source dataset
uspto-grants-1993_08
Patent number
US05238953

Reaction notes

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