Ethyl bromoacetate → Ethyl 2-(4-methoxyphenyl)sulfanylacetate

HRID 2422213

반응식

HRID 2422213 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([SH:9])=[CH:5][CH:4]=1.C(N(CC)CC)C.O1CCCC1.Br[CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25]>C(O)C>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9][CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:5][CH:4]=1

참가 물질

6

반응물 4

HCID 7748Ethyl bromoacetateHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 127654-Methoxybenzenethiol

생성물 1

HCID 1482371Ethyl 2-(4-methoxyphenyl)sulfanylacetate수율 92%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To an ice-cooled mixture of 4-methoxythiophenol (15 g, 0.11 mol), triethylamine (28 mL, 0.20 mol) and tetrahydrofuran (150 mL) was added ethyl bromoacetate (21 g, 0.13 mol), and the mixture was stirred overnight at room temperature. Ethanol (10 mL) was added, the solvent was evaporated under reduced pressure, and the residue was partitioned between ethyl acetate and water. The organic layer was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=10:1) to give title compound (22 g, yield 92%). oil.

후처리

  1. customthe solvent was evaporated under reduced pressure
  2. customthe residue was partitioned between ethyl acetate and water
  3. concentrationThe organic layer was concentrated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=10:1)

출처 및 근거

ORD 기록
ord-42d83b6449764e33977a6b0946c3f50d
출처 데이터셋
uspto-grants-2011_06
특허 번호
US07960369B2

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