Pyridine, 2-(chloromethyl)-5-methyl- (6CI,7CI,8CI,9CI) synthesis
- Product Name:Pyridine, 2-(chloromethyl)-5-methyl- (6CI,7CI,8CI,9CI)
- CAS Number:767-01-1
- Molecular formula:C7H8ClN
- Molecular Weight:141.6
22940-71-2
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60295-11-6
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Yield:60295-11-6 76%
Reaction Conditions:
Stage #1: (5-methylpyridin-2-yl)methanolwith dichloro sulfoxide in methanol; for 0.0833333 h;Heating / reflux;
Stage #2: with lithium hydroxide monohydrate;Sodium hydrogenocarbonate in diethyl ether;
Steps:
42.1.2
Manufacturing Example 42-1-2 2-Chloromethyl-5-methyl-pyridine; A mixed solution of (5-methyl-pyridine-2-yl)-methanol (500 mg, 4.1 mmol) described in Manufacturing Example 11-1-1, thionyl chloride (0.59 mL, 8.1 mmol) and methylene chloride (10 mL) was stirred for 5 minutes under reflux. The reaction solution was cooled to room temperature and concentrated under a reduced pressure. The resulting residue was partitioned into diethyl ether and saturated sodium bicarbonate solution. The organic layer was separated and passed through a glass filter lined with silica gel (eluted with ethyl acetate). The eluate was concentrated to obtain the title compound (440 mg, 76%) as a crude product. The resulting compound was used in the following reaction without further purification.
References:
US2009/82403,2009,A1 Location in patent:Page/Page column 90
4986-05-4
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60295-11-6
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772-71-4
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60295-11-6
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