ChemicalBook CAS DataBase List Methyl 1-amino-1-cyclopentanecarboxylate hydrochloride

Methyl 1-amino-1-cyclopentanecarboxylate hydrochloride synthesis

7synthesis methods

Product Name:Methyl 1-amino-1-cyclopentanecarboxylate hydrochloride
CAS Number:60421-23-0
Molecular formula:C7H14ClNO2
Molecular Weight:179.64

67-56-1 Synthesis

67-56-1
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52-52-8 Synthesis

52-52-8
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$8.00/1g

Methyl 1-amino-1-cyclopentanecarboxylate hydrochloride

60421-23-0
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$21.00/1g

Yield: 100%

Reaction Conditions:

with thionyl chloride in methanol at -15 - 20;

Steps:

B1c.1 Step 1
To a suspension of 1-aminocyclopentanecarboxylic acid, (675 g, 5.23 mol, 1.0 equiv.) in MeOH (6.5 L) held at -15° C. with an ice/MeOH bath was added SOCl2 (687 mL, 9.4 mol, 1.8 equiv.), dropwise at such a rate that the reaction temp. did not exceed 7° C. After the addition was complete, cooling was removed, the reaction was allowed to stir at room temp. overnight, then was concentrated under reduced pressure. The residue was treated with CH2Cl2 (1 L) and concentrated under reduced pressure to afford methyl 1-aminocyclopentanecarboxylate HCl salt as a white solid (938 g, 100%): 1H NMR (CD3OD) d 1.87-1.94 (m, 8H), 3.83 (s, 3H); NMR (DMSO-d6) δ1.67-1.71 (m, 2H), 1.83-1.98 (m, 4H), 2.06-2.14 (m, 2H), 3.73 (s, 3H), 8.81 (br s 3). This material was used in the next step without further purification

References:

Bayer Corporation US6353006, 2002, B1 Location in patent:Page column 31

75-36-5 Synthesis