1-Naphthol → 1-Dichlorophosphoryloxynaphthalene

In a 22 L 3-neck flask equipped with a mechanical stirrer, an internal thermocouple, a cooling bath of dry/acetone, an additional funnel and a nitrogen inlet was placed 1-naphthol (780 g, 5.41 mol, 491 g used from Aldrich, ≧99% grade, Product No N1000 and 289 g used from Alfa Aesar 99% grade, Product No A11862) in 10 L of MTBE at room temperature. POCl3 (495 mL, 5.41 mol, ReagentPlus® 99%, Product No 201170, Aldrich) in an additional funnel was dropwise added in 5 min (note: no exothermic observed) under nitrogen pressure. To this solution at −25° C. (an internal temperature) was slowly added by triethylamine (754 mL, 5.41 mol, ≧99.5% grade, Product No 471283, Aldrich) for one h (note: exotherm observed) and then the cooling bath was removed after the addition was completed. The reaction mixture was aged for 3 h at room temperature under nitrogen pressure. The triethylamine hydrochloride salt was filtered off using a 3 L sintered funnel (Medium size) and the filtrate was concentrated to dryness under reduced pressure at <20° C. of water bath to give desired product as clear dark yellow oil (1219 g, 86.3%) which was used without further purification.

1. customIn a 22 L 3-neck flask equipped with a mechanical stirrer
2. dry with materialan internal thermocouple, a cooling bath of dry/acetone, an additional funnel and a nitrogen inlet
3. customat room temperature
4. customthe cooling bath was removed
5. additionafter the addition
6. filtrationThe triethylamine hydrochloride salt was filtered off
7. concentrationthe filtrate was concentrated to dryness under reduced pressure at <20° C. of water bath

ORD record

ord-7dbfc56f4ed540c6bbe39e72afc5b556

Source dataset

uspto-grants-2014_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08759318B2