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1-Acetyl-piperidine-2-carboxylic acid Methyl ester synthesis

3synthesis methods
1445-45-0 Synthesis
Trimethyl orthoacetate

1445-45-0
338 suppliers
$10.00/5mL

4043-87-2 Synthesis
DL-Pipecolinic acid

4043-87-2
251 suppliers
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1-Acetyl-piperidine-2-carboxylic acid Methyl ester

111479-14-2
3 suppliers
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Yield:111479-14-2 50%

Reaction Conditions:

in methanol;dichloromethane;

Steps:

2 EXAMPLE 2

EXAMPLE 2 (S)-pipecolic acid (1.0 g, 7.7 mmol) was treated with trimethyl orthoacetate (15 ml, 171 mmol, 22 eq. 15 vol) and methanol (5 ml, 5 vol). The mixture was stirred and heated for 48 h and then concentrated in vacuo. The residue was dissolved in dichloromethane (10 ml) and filtered through a silica gel plug to yield N-acetylpipecolic acid, methyl ester (730 mg, 50%) which was racemic by GC analysis and had a 1 H nmr spectrum which compared favourably with authentic material.

References:

US6156900,2000,A