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Triethylamine → 4-[(4-Fluorobenzyl)amino]thioanisole

HRID 1789651
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반응식

HRID 1789651 반응식
[CH3:1][S:2][C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[CH:5][CH:4]=1.C(N(CC)CC)C.[F:17][C:18]1[CH:25]=[CH:24][C:21]([CH2:22]Br)=[CH:20][CH:19]=1>ClCCl>[F:17][C:18]1[CH:25]=[CH:24][C:21]([CH2:22][NH:7][C:6]2[CH:8]=[CH:9][C:3]([S:2][CH3:1])=[CH:4][CH:5]=2)=[CH:20][CH:19]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 660384-(Methylthio)anilineHCID 680214-Fluorobenzyl bromide

생성물 1

HCID 220362054-[(4-Fluorobenzyl)amino]thioanisole수율 31.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To 5.0 mL (40.19 mmol) of 4-(methylthio)aniline and 8.4 mL (60.28 mmol) triethylamine dissloved in 30 mL dichloromethane was added 5.0 mL (40.19 mmol) 4-fluorobenzyl bromide. The mixture was stirred at room temperature for 12 h, partitioned between dichloromethane and sat. aqueous ammonium chloride, dried over MgSO4 and concentrated. Purification by column chromatography, eluting with ethyl acetate/hexane, provided 3.10 g of 4-[(4-fluorobenzyl)amino]thioanisole, along with recovered starting material.

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후처리

  1. custompartitioned between dichloromethane and sat. aqueous ammonium chloride
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated
  4. customPurification by column chromatography
  5. washeluting with ethyl acetate/hexane

출처 및 근거

ORD 기록
ord-3d744372890e4a39aa80023067573048
출처 데이터셋
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07071177B2

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