Methyl cis-3-hydroxycyclobutanecarboxylate

Product Name: Methyl cis-3-hydroxycyclobutanecarboxylate
CAS No.: 63485-50-7
Chemical Name: Methyl cis-3-hydroxycyclobutanecarboxylate
Synonyms: (1s,3s)-methyl 3-hydroxycyclobutanecarboxylate;Methyl cis-3-hydroxycyclobutanecarboxylate;cis-Methyl 3-hydroxycyclobutanecarboxylate;Cis-methyl-3-hydroxycyclobutane-1-carboxylate;cis-3-Hydroxycyclobutanecarboxylic acid methyl ester;Cyclobutanecarboxylic acid, 3-hydroxy-, Methyl ester, cis-
CBNumber: CB42574633
Molecular Formula: C6H10O3
Formula Weight: 130.14
MOL File: 63485-50-7.mol

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Methyl cis-3-hydroxycyclobutanecarboxylate Property

Boiling point:: 190℃
Density: 1.232
Flash point:: 76℃
storage temp.: 2-8°C
pka: 14.73±0.40(Predicted)
Appearance: Colorless to light yellow Liquid
InChI: InChI=1S/C6H10O3/c1-9-6(8)4-2-5(7)3-4/h4-5,7H,2-3H2,1H3/t4-,5+
InChIKey: BYKHAEUVLSBWSU-SYDPRGILSA-N
SMILES: [C@@H]1(C(OC)=O)C[C@H](O)C1

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Safety

HS Code: 2918999090

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC

Product number: M296490
Product name: Methyl5-Bromo-2-methoxybenzoate
Packaging: 50mg
Price: $45
Updated: 2021/12/16

Matrix Scientific

Product number: 112971
Product name: Methyl cis-3-hydroxycyclobutane carboxylate
Packaging: 1g
Price: $122
Updated: 2021/12/16

SynQuest Laboratories

Product number: 2229-1-36
Product name: Methyl cis-3-hydroxycyclobutanecarboxylate
Packaging: 1g
Price: $375
Updated: 2021/12/16

Matrix Scientific

Product number: 112971
Product name: Methyl cis-3-hydroxycyclobutane carboxylate
Packaging: 5g
Price: $450
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: CHM1052031
Product name: METHYL CIS-3-HYDROXYCYCLOBUTANECARBOXYLATE
Purity: 95.00%
Packaging: 5MG
Price: $456.39
Updated: 2021/12/16

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Methyl cis-3-hydroxycyclobutanecarboxylate Chemical Properties,Usage,Production

Synthesis

695-95-4

63485-50-7

Methyl 3-oxocyclobutanecarboxylate (3075 g, 24.0 mol, 1.0 eq.) was dissolved in 30 L of tetrahydrofuran and cooled to -78 to -60 °C. Under stirring, 20 L of tetrahydrofuran solution of lithium hydrogenated tri-tert-butoxyaluminum (36.0 mol, 1.5 eq.) was added dropwise and the reaction was kept for 4 hours. Upon completion of the reaction, the progress of the reaction was monitored by TLC. Subsequently, the reaction was quenched dropwise by addition of 6 mol/L hydrochloric acid and the pH of the reaction solution was adjusted to 5-6 at about 0 °C. The reaction mixture was diluted with 20 L of ethyl acetate and stirred for 30 min. The reaction mixture was filtered through a diatomaceous earth pad and the filter cake was washed three times with ethyl acetate. The filtrate was separated and the aqueous phase was extracted and washed with ethyl acetate. All organic phases were combined and concentrated by drying to give methyl cis-3-hydroxycyclobutanecarboxylate (2733 g, 21.0 mol) in light yellow liquid form in 88% yield and 95% purity.

References

[1] Patent: CN108129288, 2018, A. Location in patent: Paragraph 0047; 0048; 0052
[2] Patent: WO2015/181186, 2015, A1. Location in patent: Page/Page column 149

Methyl cis-3-hydroxycyclobutanecarboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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Methyl cis-3-hydroxycyclobutanecarboxylate Suppliers

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63485-50-7