홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Dimethyl Sulfoxide → 2-(3,4-dichloro-phenyl)-N-[2-(3-methoxy-4-pent-2-ynyloxy-phenyl)-ethyl]-2-oxo-acetamide

HRID 992445
노트
인쇄 미리보기

반응식

HRID 992445 반응식
C(Cl)(=O)C(Cl)=O.CS(C)=O.[Cl:11][C:12]1[CH:13]=[C:14]([CH:19]([OH:39])[C:20]([NH:22][CH2:23][CH2:24][C:25]2[CH:30]=[CH:29][C:28]([O:31][CH2:32][C:33]#[C:34][CH2:35][CH3:36])=[C:27]([O:37][CH3:38])[CH:26]=2)=[O:21])[CH:15]=[CH:16][C:17]=1[Cl:18].C(N(CC)CC)C>C(Cl)Cl.O>[Cl:11][C:12]1[CH:13]=[C:14]([C:19](=[O:39])[C:20]([NH:22][CH2:23][CH2:24][C:25]2[CH:30]=[CH:29][C:28]([O:31][CH2:32][C:33]#[C:34][CH2:35][CH3:36])=[C:27]([O:37][CH3:38])[CH:26]=2)=[O:21])[CH:15]=[CH:16][C:17]=1[Cl:18]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 679Dimethyl SulfoxideHCID 8471TriethylamineHCID 65578Oxalyl chlorideHCID 184057672-(3,4-dichloro-phenyl)-2-hydroxy-N-[2-(3-methoxy-4-pent-2-ynyloxy-phenyl)-ethyl]-acetamide

생성물 1

HCID 184057762-(3,4-dichloro-phenyl)-N-[2-(3-methoxy-4-pent-2-ynyloxy-phenyl)-ethyl]-2-oxo-acetamide

시약·촉매·용매 2

HCID 962
Water
용매
HCID 6344Dichloromethane용매4회

실험 절차

To a solution of 0.8 ml oxalyl chloride (9.0 mmol) in 8 ml methylenchloride at −63° C. is added in 15 minutes a solution of 0.84 ml DMSO (12.0 mmol) in 4 ml CH2Cl2. A solution of 2.6 g (6.0 mmol) of 2-(3,4-dichloro-phenyl)-2-hydroxy-N-[2-(3-methoxy-4-pent-2-ynyloxy-phenyl)-ethyl]-acetamide in 30 ml CH2Cl2 is added during 10 minutes. After 10 minutes at −65° C. a solution of 3.2 ml (24.0 mmol) triethylamine in 8 ml CH2Cl2 is added during 15 minutes. After another 15 minutes at the same temperature the mixture is hydrolysed with 6.0 ml water and allowed to warm up to room temperature. The solution is washed with solutions of KHSO4 (20%), NaHCO3 (saturated) and NaCl (saturated) After evaporation the residue is submitted to flash-chromatography (ethyl acetate 25, hexanes 75) to give the 2-(3,4-dichloro-phenyl)-N-[2-(3-methoxy-4-pent-2-ynyloxy-phenyl)-ethyl]-2-oxo-acetamide.

후처리

  1. washThe solution is washed with solutions of KHSO4 (20%), NaHCO3 (saturated) and NaCl (saturated)
  2. customAfter evaporation the residue

출처 및 근거

ORD 기록
ord-a30880c345dc43e3a7da23ce712de556
출처 데이터셋
uspto-grants-2002_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06469005B1

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트