Diethanolamine → 2-Chloro-1-phenylethanol

2-Chloroacetophenone (3 g., 19.4 mmol) was treated with (−) DIP-chloride (6.7 g., 20.9 mmol) in anhydrous THF (20 mL) at dry-ice bath temperature and left overnight. The temperature was raised to room temperature and THF was removed in vacuo. The residue was dissolved in ether (100 mL). The diethanolamine (4.58 g., 42.6 mmol) was added and the mixture stirred at room temperature for 5 hrs. The separated solid was filtered and the filtered cake was washed with hexane (40 mL) and ether (30 mL). The combined filtrates were evaporated to dryness to give 6.36 g of crude product. This was purified by silica gel column chromatography using 1% ether and petroleum ether 1.71 g (56%) of the desired product was obtained as an oil.

1. customTHF was removed in vacuo
2. dissolutionThe residue was dissolved in ether (100 mL)
3. filtrationThe separated solid was filtered
4. washthe filtered cake was washed with hexane (40 mL) and ether (30 mL)
5. customThe combined filtrates were evaporated to dryness

ORDレコード

ord-028d41eee10e42e09a00b51b250aaeff

出典データセット

uspto-grants-2007_01

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07166625B2