HCID 178501330, 화합물 → HCID 178501328, 화합물

HRID 217235노트

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HRID 217235 반응식
[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]

참가 물질

4

반응물 1

HCID 178501330HCID 178501330, 화합물

생성물 1

HCID 178501328HCID 178501328, 화합물수율 94.5%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

반응 조건

온도
40 °C

실험 절차

A solution of trans-3-benzyloxy-cyclobutanecarboxylic acid methyl ester (680 mg, 3.09 mmol) as a 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/AcOEt, 1:1) Rf 0.38, 1H NMR (400 MHz, chloroform-d) δ ppm 2.18-2.25 (m, 2H), 2.55-2.61 (m, 2H), 3.01-3.08 (m, 1H), 3.70 (s, 3H), 4.53-4.61 (m, 1H).

후처리

  1. customThe solvent is removed under reduced pressure

출처 및 근거

ORD 기록
ord-3cbfe4a7966a47d1b8f89df36f32419d
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08193349B2

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