Benzyloxyacetyl chloride synthesis
- Product Name:Benzyloxyacetyl chloride
- CAS Number:19810-31-2
- Molecular formula:C9H9ClO2
- Molecular Weight:184.62
30379-55-6
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19810-31-2
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Yield:19810-31-2 100%
Reaction Conditions:
with oxalyl dichloride;N,N-dimethyl-formamide in dichloromethane at 20; for 5 h;
Steps:
1.a Example 1(a) Benzyloxy acetyl chloride
Example 1(a)
Benzyloxy acetyl chloride
To benzyloxyacetic acid (10.0 g, 60.0 mmol, 8.6 mL) in dichloromethane (50 mL) was added oxalyl chloride (9.1 g, 72.0 mmol, 6.0 mL) and DMF (30.0 mg, 0.4 mmol, 32.0 μL) and stirred at RT for 3 h. There was initially a rapid evolution of gas as the reaction proceeded but evolution ceased as the reaction was complete. The dichloromethane solution was concentrated in vacuo to give a gum. This gum was treated with more oxalyl chloride (4.5 g, 35.7 mmol, 3.0 mL), dichloromethane (50 mL), and one drop of DMF. There was a rapid evolution of gas and the reaction was stirred for a further 2 h. The reaction was then concentrated in vacuo to afford 11.0 g (quantitative) of Benzyloxy acetyl chloride (1) as a gum. The structure was confirmed by 13C NMR (75 MHz, CDCl3) δC 73.6, 74.8, 128.1, 128.4, 128.6, 130.0, and 171.9.
References:
US2013/177501,2013,A1 Location in patent:Paragraph 0152
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