Water → 6-fluoro-4,9-dihydro-1H-carbazol-3-(2H)-one

HRID 2366559Notes

Reaction equation

HRID 2366559 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:16](=[CH:17][CH:18]=1)[NH:15][C:14]1[CH2:13][CH2:12][C:7]3(OCC[O:8]3)[CH2:6][C:5]2=1.O>C(O)=O>[F:1][C:2]1[CH:3]=[C:4]2[C:16](=[CH:17][CH:18]=1)[NH:15][C:14]1[CH2:13][CH2:12][C:7](=[O:8])[CH2:6][C:5]2=1

Participants

4

Reactant 2

HCID 962WaterHCID 67404927HCID 67404927, compound

Product 1

HCID 653336076-fluoro-4,9-dihydro-1H-carbazol-3-(2H)-one

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Conditions

Temperature
2.5 °C

Procedure

A solution of 6-fluoro-1,2,4,9-tetrahydrospiro[carbazole-3,2′-[1,3]dioxolane] (33.7 g, 0.136 mol) in formic acid (123 ml) was stirred at rt for 4 h30. Then water was added carefully at 0° C., the resulting suspension was stirred for 30 min at 0-5° C. The suspension was filtered off and the yellow solid was washed twice with water (2×14 ml), dried in high vacuum overnight to yield the titled compound as a yellow solid.

Workup

  1. filtrationThe suspension was filtered off
  2. washthe yellow solid was washed twice with water (2×14 ml)
  3. customdried in high vacuum overnight

Sources & evidence

ORD record
ord-1b77fc2d065540019639987b9f0d2573
Source dataset
uspto-grants-2014_04
Patent number
US08697869B2

Reaction notes

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