Trifluoromethanesulfonic acid → HCID 89651412, compound

HRID 2275996Notes

Reaction equation

HRID 2275996 reaction equation
[NH:1]1[C:5](=[O:6])[CH2:4][CH:3]2[CH2:7][CH:8]3[C:13]([CH:2]12)=[CH:12][CH2:11][CH2:10][CH2:9]3.OS(C(F)(F)F)(=O)=O>>[NH:1]1[C:5](=[O:6])[CH2:4][CH:3]2[CH2:7][C:8]3[CH2:9][CH2:10][CH2:11][CH2:12][C:13]=3[CH:2]12

Participants

3

Reactant 2

HCID 62406Trifluoromethanesulfonic acidHCID 89651673HCID 89651673, compound

Product 1

HCID 89651412HCID 89651412, compoundYield 53.7%

Conditions

Temperature
40 °C

Procedure

To a solution of 3,3a,4,4a,5,6,7,8b-octahydro-1H-indeno[1,2-b]pyrrol-2-one (600 mg, 3.38 mmol) in chloroform-d-3 (4 mL) under argon was added triflic acid (0.152 mL) and the solution was stirred 4 h at 40° C. The solution was cooled down and passed through celite, washed with dichloromethane and evaporated. Purification by flash chromatography (ethyl acetate) gave 3,3a,4,5,6,7,8,8b-octahydro-1H-indeno[1,2-b]pyrrol-2-one (322 mg, 53%) as an orange oil. LCMS (Method B): 0.76 min; ES+ 178 (M+H+).

Workup

  1. temperatureThe solution was cooled down
  2. washwashed with dichloromethane
  3. customevaporated
  4. customPurification by flash chromatography (ethyl acetate)

Sources & evidence

ORD record
ord-41c457a173c8404eadeea5edc8388126
Source dataset
uspto-grants-2015_09
Patent number
US09131688B2

Reaction notes

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