ChemicalBook CAS DataBase List 3,3-DIMETHYLCYCLOBUTANECARBOXYLIC ACID

3,3-DIMETHYLCYCLOBUTANECARBOXYLIC ACID synthesis

13synthesis methods

Product Name:3,3-DIMETHYLCYCLOBUTANECARBOXYLIC ACID
CAS Number:34970-18-8
Molecular formula:C7H12O2
Molecular Weight:128.17

1,1-Cyclobutanedicarboxylic acid, 3,3-dimethyl-

231303-93-8
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Yield: 91%

Reaction Conditions:

with pyridine at 120; for 16 h;

Steps:

Intermediate 285D: 3,3-Dimethylcyclobutanecarboxylic acid
A solution of Intermediate 285C (250 mg, 1.452 mmol) in pyridine (5 mL) was stirred at 120° C. for 16 h.
The reaction mixture was then cooled to RT, quenched with a 1.5 N aq.
solution of HCl at 0° C., and extracted with diethyl ether (2*50 mL).
The combined organic layers were washed with brine, dried over Na₂SO₄ and evaporated to afford Intermediate 285D as a viscous liquid (170 mg, 91% yield).
¹H NMR (400 MHz, DMSO-d₆) δ ppm 2.90-3.02 (m, 1H), 1.84-1.95 (m, 4H), 1.07-1.14 (m, 3H), 0.99-1.07 (m, 3H).

References:

Bristol-Myers Squibb Company;Velaparthi, Upender;Darne, Chetan Padmakar;Liu, Peiying;Wittman, Mark D.;Pearce, Bradley C.;Araujo, Erika M. V.;Dasgupta, Bireshwar;Nair, Jalathi Surendran;Janakiraman, Sakthi Kumaran;Rachamreddy, Chandrasekhar Reddy;Rao, Mettu Mallikarjuna;Karuppiah, Arul Mozhi Selvan Subbiah;Reddy, Bandreddy Subba;Nagalakshmi, Pulicharla;Bora, Rajesh Onkardas;Maheshwarappa, Shilpa Holehatti;Kumaravel, Selvakumar;Mullick, Dibakar;Sistla, Ramesh US9273058, 2016, B2 Location in patent:Page/Page column 329; 330; 331

37676-94-1
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References

Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-

1000210-73-0
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References

126-30-7 Synthesis

126-30-7
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References

Cyclobutanecarbonitrile, 3,3-dimethyl-2-(1-piperidinyl)-

19251-72-0
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References