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Water → 1-Cyclopentyl-2-(4-methoxy-phenylsulfanyl)-ethanone

HRID 858555
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HRID 858555 반응식
Cl[CH2:2][C:3]([CH:5]1[CH2:9][CH2:8][CH2:7][CH2:6]1)=[O:4].[CH3:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([SH:18])=[CH:14][CH:13]=1.C(N(CC)CC)C.O>C1COCC1>[CH:5]1([C:3](=[O:4])[CH2:2][S:18][C:15]2[CH:16]=[CH:17][C:12]([O:11][CH3:10])=[CH:13][CH:14]=2)[CH2:9][CH2:8][CH2:7][CH2:6]1
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참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 127654-MethoxybenzenethiolHCID 124665772-Chloro-1-cyclopentylethanone

생성물 1

HCID 587625451-Cyclopentyl-2-(4-methoxy-phenylsulfanyl)-ethanone

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

The intermediate 2-Chloro-1-cyclopentyl-ethanone from Step 1 (1 g, 6.81 mmol), was combined with 4-methoxy-benzenethiol (1.05 g, 7.50 mmol), in THF (20 mL) and treated with Triethylamine (1.05 mL, 7.50 mmol). The mixture was stirred for 1 hour at room temperature then poured into water (50 mL) and extracted with EtOAc (2×50 mL). The organics were then washed with 0.5N HCl (2×50 mL), 2N NaOH (2×50 mL), water (2×50 mL) and brine (1×50 mL) the organics were dried over Na2SO4, filtered and concentrated. The residue was used without further purification (1.65 g, 97%).

후처리

  1. extractionextracted with EtOAc (2×50 mL)
  2. washThe organics were then washed with 0.5N HCl (2×50 mL), 2N NaOH (2×50 mL), water (2×50 mL) and brine (1×50 mL) the
  3. dry with materialorganics were dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue was used without further purification (1.65 g, 97%)

출처 및 근거

ORD 기록
ord-58a46c1cac644d9cada4923c4b515c61
출처 데이터셋
uspto-grants-2006_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07148226B2

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