1: 83.8 percent / LiAlH4 / tetrahydrofuran / Heating 2: 50percent aq. sulphuric acid / a. water removed, b. 130-140 deg C (15mm), 2h 3: 10percent aq. NaOH / Heating View Scheme

1: sodium ethanolate / ethanol / 0.25 h / 20 °C 2: lithium aluminium tetrahydride / tetrahydrofuran / 24 h / 20 °C 3: carbon tetrabromide; triphenylphosphine / dichloromethane / 0.75 h / 0 °C 4: sodium methylate / methanol / 12 h / Reflux 5: sodium amalgam; disodium hydrogenphosphate / methanol / 24 h / Inert atmosphere View Scheme

1: 83.8 percent / LiAlH4 / tetrahydrofuran / Heating 2: 50percent aq. sulphuric acid / a. water removed, b. 130-140 deg C (15mm), 2h 3: 10percent aq. NaOH / Heating 4: 84 percent / Heating View Scheme

lithium aluminium tetrahydride in tetrahydrofuran Heating;

piperidinium acetate in toluene Heating;

Rauhut-Currier type reaction;