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Tetrahydrofuran → HCID 23695522, 화합물

HRID 2232658
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HRID 2232658 반응식
C[O:2][C:3]([C:5]1([CH:8]([F:22])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][O:14][C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)[CH2:7][O:6]1)=[O:4].[OH-].[Na+:24].O1CCCC1>C(O)C>[Na+:24].[Cl:21][C:18]1[CH:19]=[CH:20][C:15]([O:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH:8]([C:5]2([C:3]([O-:4])=[O:2])[CH2:7][O:6]2)[F:22])=[CH:16][CH:17]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 54555840HCID 54555840, 화합물

생성물 1

HCID 23695522HCID 23695522, 화합물수율 83.9%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a suspension of 1.79 g (5.41 mmol) of 2-[6-(4-chlorophenoxy)-1-fluorohexyl]-2-oxiranecarboxylic acid methyl ester (isomer A) of Example 3 in 5.14 ml of absolute ethanol is added at room temperature 5.14 ml (5.14 mmol) of 1N aqueous sodium hydroxide. After 30 minutes, 4.0 ml of tetrahydrofuran is aded to achieve total dissolution and stirring is maintained for 1.25 hours. Evaporation of the solvents and trituration with pentane and isopropyl ether gives 1.46 g (79.7%) of the title compound: m.p. 112°-125° C.; IR (KBr) 1640, 1608 cm-1 ; NMR (d6 -DMSO) δ 1.47 (4H, m), 1.74 (4H, m), 2.63 (1H, dd, J=8, 3 Hz), 2.73 (1H, d, J=8 Hz), 3.98 (2H, t, J=9 Hz), 5.19 (1H, ddd, J=48, 10, 2 Hz), 6.98 (2H, d, J=8 Hz).

후처리

  1. dissolutiondissolution
  2. temperatureis maintained for 1.25 hours
  3. customEvaporation of the solvents and trituration with pentane and isopropyl ether

출처 및 근거

ORD 기록
ord-108524d31faa4234a7c5ab0cb7aad5c6
출처 데이터셋
uspto-grants-1988_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04788306

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