4-Hydroxybenzyl Alcohol → [4-(2-Piperidin-1-ylethoxy)phenyl]methanol

4-hydroxybenzyl alcohol (6.2 g, 0.0.05 mol) was dissolved in aqueus sodium hydroxide (5N, 30 mL). Toluene (30 mL) was added followed by 1-(2-chloroethyl)piperidine hydrochloride (9.29 g, 0.05 mol) and benzyltriethylamumonium bromide (0.3 g). The reaction mixture was heated with vigorous stirring for 1.5 h. The layers were separated, the aqueous layer was extracted with toluene (2×15 mL). Combined organic extracts and organic layer was washed with water (50 mL), brine (50 mL), dried over sodium sulfate, and concentrated on a rotary evaporator to give 8.725 g (75%) of alcohol (3a) as a yellowish brown oil.

1. temperatureThe reaction mixture was heated
2. customThe layers were separated
3. extractionthe aqueous layer was extracted with toluene (2×15 mL)
4. washCombined organic extracts and organic layer was washed with water (50 mL), brine (50 mL)
5. dry with materialdried over sodium sulfate
6. concentrationconcentrated on a rotary evaporator

ORD 기록

ord-f9bff3e7ba3d4bfbba34d11bf22c8167

출처 데이터셋

uspto-grants-2001_06

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US06242605B1