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

1,4-Bis(diphenylphosphino)butane → Methyl 3-Chloro-5-(methoxymethyl)-2-pyridinecarboxylate

HRID 377015
노트
인쇄 미리보기

반응식

HRID 377015 반응식
Cl[C:2]1[C:7]([Cl:8])=[CH:6][C:5]([CH2:9][O:10][CH3:11])=[CH:4][N:3]=1.[C:12]1(P(C2C=CC=CC=2)CCCCP(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C:42]([O-:45])(=[O:44])C.[Na+]>Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.CO>[Cl:8][C:7]1[C:2]([C:42]([O:45][CH3:12])=[O:44])=[N:3][CH:4]=[C:5]([CH2:9][O:10][CH3:11])[CH:6]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 821241,4-Bis(diphenylphosphino)butaneHCID 517045Sodium AcetateHCID 111379602,3-Dichloro-5-(methoxymethyl)pyridine3회

생성물 1

HCID 11063829Methyl 3-Chloro-5-(methoxymethyl)-2-pyridinecarboxylate

시약·촉매·용매 2

HCID 178418476HCID 178418476, 화합물촉매
HCID 887
Methanol
용매

반응 조건

온도
165 °C

실험 절차

An autoclave was charged with 1.16 g (5.6 mmol) of 2,3-dichloro-5-(methoxymethyl)pyridine, 72 mg of 1,4-bis(diphenylphosphino)butane [3 mol percent based on the 2,3-dichloro-5-(methoxymethyl)pyridine], 8 mg of bis(triphenylphosphine)palladium(II) chloride [0.2 mol percent based on the 2,3-dichloro-5-(methoxymethyl)pyridine], 1.39 g (17 mmol) of sodium acetate and 16 ml of methanol. The autoclave is repeatedly flushed with carbon monoxide to replace the air by carbon monoxide. A carbon monoxide pressure of 15 bar was then applied to the autoclave. The reaction mixture was heated to 165° C. (bath temperature) and stirred for 6 hours. After cooling to room temperature, the crude product was concentrated under reduced pressure (30 mbar), chromotographed over silica gel 60 (eluent:hexane/ethyl acetate 3:1), analyzed by gas chromatography and characterized by 1H NMR and MS/GC-MS. The yield of the product was 1.05 g (87 percent) of a colorless oil. Other data concerning the product was:

후처리

  1. customThe autoclave is repeatedly flushed with carbon monoxide
  2. temperatureAfter cooling to room temperature
  3. concentrationthe crude product was concentrated under reduced pressure (30 mbar)

출처 및 근거

ORD 기록
ord-0eda85f6af0a44339acac271c5fbe2de
출처 데이터셋
uspto-grants-2000_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06022973

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트