Table 1. Selected Screening Conditions for the Preparation of 2-Chloro-1-naphthols.

entry	reagents	temp	time	solvent	deprotection	yield of 13 (%)	yield of 14 (%)
1	CHCI3, NaOH, BnEt3NCI	45 °C	3 days	CH2CI2, H2O	–	0	0
2	CCI3COOEt, NaOMe	0 °C	4 h	pentane	–	0	0
3	CHCI3, KOt-Bu	–78 to 23 °C	3 h	pentane (0.5 M)	–	10	55
4	CHCI3, KOt-Bu	–78 to 23 °C	3 h	pentane (0.5 M)	aqueous HCI	0	86
5	CHCI3, KOt-Bu	–78 to 23 °C	2 h	pentane (0.2 M)	TBAF	0	80