sodium hydroxide in ethanol 6 h; Heating;

1: 1.) lithium diisopropylamide (LDA) / 1.) THF, -78 deg C, 1 h, 2.) THF, -78 deg C, 3 h 2: 67 percent / p-toluenesulfonic acid / benzene / 6 h / Heating 3: 70 percent / 10percent NaOH / ethanol / 6 h / Heating View Scheme

1: 67 percent / p-toluenesulfonic acid / benzene / 6 h / Heating 2: 70 percent / 10percent NaOH / ethanol / 6 h / Heating View Scheme

sodium hydroxide in ethanol 6 h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

(i) nBuLi, (ii) /BRN= 639794/; Multistep reaction;

(i) Li, naphthalene, (ii) /BRN= 1900390/; Multistep reaction;