1: 49 percent / trifluoroacetic acid / 0.25 h / Heating 2: 1) sodium methylsulfinylmethide / 1) dimethyl sulfoxide, tetrahydrofuran, 0 deg C, 2 min, 2) tetrahydrofuran, 0 deg C, 30 min, then 24 deg C, 1 h 3: hexane; methanol / 14 h / Heating 4: hydrochloric acid / ethanol View Scheme

trifluoroacetic acid 0.25 h; Heating;

1: 49 percent / trifluoroacetic acid / 0.25 h / Heating 2: 1) sodium methylsulfinylmethide / 1) dimethyl sulfoxide, tetrahydrofuran, 0 deg C, 2 min, 2) tetrahydrofuran, 0 deg C, 30 min, then 24 deg C, 1 h 3: hexane; methanol / 14 h / Heating View Scheme

1: 49 percent / trifluoroacetic acid / 0.25 h / Heating 2: 1) sodium methylsulfinylmethide / 1) dimethyl sulfoxide, tetrahydrofuran, 0 deg C, 2 min, 2) tetrahydrofuran, 0 deg C, 30 min, then 24 deg C, 1 h 3: hexane; methanol / 14 h / Heating 4: hydrochloric acid / ethanol 5: 93 percent / hydrogen / 5 percent palladium on carbon / ethanol / 0.25 h / 775.7 Torr View Scheme