1-BENZYL-3-HYDROXYMETHYL-4-PIPERIDONE synthesis
- Product Name:1-BENZYL-3-HYDROXYMETHYL-4-PIPERIDONE
- CAS Number:214615-87-9
- Molecular formula:C13H17NO2
- Molecular Weight:219.28
![(8-benzyl-1,4-dioxa-8-azaspiro[4.5]decan-6-yl)Methanol](/CAS/20150408/GIF/64996-15-2.gif)
64996-15-2
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Yield:214615-87-9 89%
Reaction Conditions:
with sodium hydroxide;sulfuric acid in water;
Steps:
80.1.3 (80-1-3)
(80-1-3) 1-Benzyl-3-hydroxymethyl-4-piperidone 1-Benzyl-4,4-ethylenedioxy-3-piperidinemethanol (960 mg) was dissolved under ice cooling in a mixed solvent of water (10 ml) and conc. sulfuric acid (6 ml). The resultant mixture was gradually heated to room temperature and further stirred for a day. Under ice cooling, a 5 N aqueous solution of sodium hydroxide was added to the mixture to adjust to ca. pH 8. After extracting with chloroform (50 ml) twice, the mixture was washed successively with water and brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give the title compound (710 mg) as a colorless oil (yield: 89%). 1H-NMR (400 MHz, CDCl3): δ(ppm) 2.47(2H, m), 2.60(2H, m), 2.70(1H, m), 3.01(2H, m), 3.62(2H, s), 3.71(1H, dd, J=7.5Hz, 13.5Hz), 3.76(1H, br-d), 7.25-7.37(5H, m).
References:
US2002/19531,2002,A1
![1,4-Dioxa-8-azaspiro[4.5]decane-6-carboxylic acid, 8-(phenylmethyl)-, methyl ester](/CAS/20200611/GIF/64996-14-1.gif)
64996-14-1
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214615-87-9
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3939-01-3
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