Oxalyl chloride → 3-(3-Fluoro-4-methoxy-phenysulfanyl)-3-methyl-butyroyl chloride

HRID 619609노트

반응식

HRID 619609 반응식
[F:1][C:2]1[CH:3]=[C:4]([S:10][C:11]([CH3:17])([CH3:16])[CH2:12][C:13](O)=[O:14])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].C(Cl)(=O)C([Cl:21])=O>C1C=CC=CC=1>[F:1][C:2]1[CH:3]=[C:4]([S:10][C:11]([CH3:17])([CH3:16])[CH2:12][C:13]([Cl:21])=[O:14])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9]

참가 물질

4

반응물 2

HCID 65578Oxalyl chlorideHCID 218466493-(3-Fluoro-4-methoxy-phenylsulfanyl)-3-methyl-butyric acid2회

생성물 1

HCID 179218173-(3-Fluoro-4-methoxy-phenysulfanyl)-3-methyl-butyroyl chloride수율 88.2%

시약·촉매·용매 1

HCID 241Benzene용매2회

실험 절차

To a solution of 3-(3-fluoro-4-methoxy-phenylsulfanyl)-3-methyl-butyric acid (Compound 201, 3.00 g, 11.6 mmol) in 40 mL of benzene at room temperature was added a solution of oxalyl chloride (2.21 g, 17.4 mmol) in 5 mL of benzene over 30 minutes. After 3 hours, the solution was washed with ice cold 5% aqueous NaOH (CAUTION: a large volume of gas is released during this procedure), followed by ice cold H2O, and finally saturated aqueous NaCl. The solution was dried (Na2SO4) and concentrated under reduced pressure to give 2.83 g of a clear yellow oil. This material was used without further purification in the next step. 1H NMR (300 MHz, CDCl3)δ: 7.27 (2H, m), 6.96 (1H, t, J=8.4 Hz), 3.93 (3H, s), 3.13 (2H, s), 1.42 (6H, s).

후처리

  1. washthe solution was washed with ice cold 5% aqueous NaOH (CAUTION
  2. dry with materialThe solution was dried (Na2SO4)
  3. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-f044985a401f4b4b9c9c8b2a8f2b5542
출처 데이터셋
uspto-grants-1999_09
특허 번호
US05958954

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