3-[3-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]-3-hydroxycyclobutanecarboxylic acid

Base Information

Chemical Name:3-[3-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]-3-hydroxycyclobutanecarboxylic acid
CAS No.:935841-13-7
Molecular Formula:C₁₆H₂₀ClNO₃
Molecular Weight:309.793
Hs Code.:

Synonyms:3-[3-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]-3-hydroxycyclobutanecarboxylic acid

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Chemical Property of 3-[3-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]-3-hydroxycyclobutanecarboxylic acid

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Technology Process of 3-[3-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]-3-hydroxycyclobutanecarboxylic acid

There total 3 articles about 3-[3-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]-3-hydroxycyclobutanecarboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 1-(4-bromo-2-chlorobenzyl)pyrrolidine

: 23761-23-1
3-oxocyclobutanecarboxylic acid

: 935841-13-7
3-[3-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]-3-hydroxycyclobutanecarboxylic acid

Guidance literature:: 1-(4-bromo-2-chlorobenzyl)pyrrolidine; With n-butyllithium; In tetrahydrofuran; hexanes; at -78 ℃; for 0.75h;

3-oxocyclobutanecarboxylic acid; In tetrahydrofuran; hexanes; at -78 - 0 ℃; for 18.1667h;

Reference yield:

: 877383-54-5
(4-bromo-2-chlorophenyl)(pyrrolidin-1-yl)methanone

: 935841-13-7
3-[3-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]-3-hydroxycyclobutanecarboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: borane-THF / tetrahydrofuran / 21 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 1.42 h / -78 °C

2.2: 16 h / -78 - 20 °C

With n-butyllithium; borane-THF; In tetrahydrofuran; hexane;
DOI:10.1021/jm200939b

Reference yield:

: 59748-90-2
4-Bromo-2-chloro-benzoic Acid

: 935841-13-7
3-[3-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]-3-hydroxycyclobutanecarboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine / ethyl acetate / 1 h

2.1: borane-THF / tetrahydrofuran / 21 h / 20 °C

3.1: n-butyllithium / tetrahydrofuran; hexane / 1.42 h / -78 °C

3.2: 16 h / -78 - 20 °C

With n-butyllithium; borane-THF; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; In tetrahydrofuran; hexane; ethyl acetate;
DOI:10.1021/jm200939b