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Sodium Hydroxide → 3-(Trifluoromethoxy)cyclobutane-1-carboxylic acid

HRID 920730
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HRID 920730 반응식
[F:1][C:2]([F:14])([F:13])[O:3][CH:4]1[CH2:7][CH:6]([C:8]([O:10]CC)=[O:9])[CH2:5]1.[OH-].[Na+]>C1COCC1.O>[F:1][C:2]([F:13])([F:14])[O:3][CH:4]1[CH2:7][CH:6]([C:8]([OH:10])=[O:9])[CH2:5]1
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참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 118062850Ethyl 3-(trifluoromethoxy)cyclobutanecarboxylate

생성물 1

HCID 1180617393-(Trifluoromethoxy)cyclobutane-1-carboxylic acid수율 35%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

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온도
60 °C

실험 절차

To a stirred solution of Intermediate 212B (0.10 g, 0.47 mmol) in THF (5 mL) was added NaOH (0.038 g, 0.943 mmol) in water (1 mL) and the mixture was allowed to stir at 60° C. for 4 h. The reaction mixture was quenched with a 1.5 N aqueous solution of HCl and extracted with EtOAc (2×20 mL) The combined organic layers were dried over Na2SO4, filtered and the filtrate evaporated to afford Intermediate 212C as a light brown liquid (30 mg, 35% yield). 1H NMR (300 MHz, DMSO-d6) δ ppm 12.01-12.03 (bs, 1H), 3.34 (m, 2H), 1.04 (s, 6H).

후처리

  1. customThe reaction mixture was quenched with a 1.5 N aqueous solution of HCl
  2. extractionextracted with EtOAc (2×20 mL) The combined organic layers
  3. dry with materialwere dried over Na2SO4
  4. filtrationfiltered
  5. customthe filtrate evaporated

출처 및 근거

ORD 기록
ord-ec937f7d400f4c7c8e3d1c2ba9daac33
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09273058B2

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