HCID 178501330, compound → HCID 178501328, compound

HRID 409481Notes

Reaction equation

HRID 409481 reaction equation
[CH3:1][O:2][C:3]([C@H:5]1[CH2:8][C@H:7]([O:9]CC2C=CC=CC=2)[CH2:6]1)=[O:4]>CO.[Pd]>[CH3:1][O:2][C:3]([C@H:5]1[CH2:8][C@H:7]([OH:9])[CH2:6]1)=[O:4]

Participants

4

Reactant 1

HCID 178501330HCID 178501330, compound

Product 1

HCID 178501328HCID 178501328, compoundYield 94.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Conditions

Temperature
40 °C

Procedure

A solution of trans-3-benzyloxy-cyclobutanecarboxylic acid methyl ester (680 mg, 3.09 mmol) as 0.05 M solution in MeOH is pumped through the H-Cube™ flow hydrogenator fitted with a 10 mol % Pd/C catalyst cartridge heated to 40° C. at 10 bar. The flow rate is set at 1 ml/min. The solvent is removed under reduced pressure to give trans-3-hydroxy-cyclobutanecarboxylic acid methyl ester (380 mg, 94.5%); TLC (hexane/EtOAc, 1:1) Rf 0.38.

Workup

  1. customThe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-8dee44cd5d4f45a3b55ac7e9622fcee6
Source dataset
uspto-grants-2014_06
Patent number
US08759365B2

Reaction notes

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