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

Ethyl Acetate → methyl 3-[(3-methyl-4-oxo-3,4-dihydro-2H-1,3-benzoxazin-7-yl)oxy]-5-[(3S)-tetrahydrofuran-3-yloxy]benzoate

HRID 548735
노트
인쇄 미리보기

반응식

HRID 548735 반응식
[OH:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([O:12][C@H:13]2[CH2:17][CH2:16][O:15][CH2:14]2)[CH:11]=1)[C:5]([O:7][CH3:8])=[O:6].F[C:19]1[CH:30]=[CH:29][C:22]2[C:23](=[O:28])[N:24]([CH3:27])[CH2:25][O:26][C:21]=2[CH:20]=1.C(=O)([O-])[O-].[K+].[K+].C(OCC)(=O)C>C(#N)C>[CH3:27][N:24]1[C:23](=[O:28])[C:22]2[CH:29]=[CH:30][C:19]([O:1][C:2]3[CH:3]=[C:4]([CH:9]=[C:10]([O:12][C@H:13]4[CH2:17][CH2:16][O:15][CH2:14]4)[CH:11]=3)[C:5]([O:7][CH3:8])=[O:6])=[CH:20][C:21]=2[O:26][CH2:25]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 576631937-Fluoro-3-methyl-2,3-dihydro-4H-1,3-benzoxazin-4-oneHCID 59127189Methyl 3-hydroxy-5-{[(3S)-oxolan-3-yl]oxy}benzoate

생성물 1

HCID 57663180methyl 3-[(3-methyl-4-oxo-3,4-dihydro-2H-1,3-benzoxazin-7-yl)oxy]-5-[(3S)-tetrahydrofuran-3-yloxy]benzoate수율 39%

시약·촉매·용매

1
HCID 6342Acetonitrile용매

반응 조건

온도
160 °C

실험 절차

A mixture of methyl 3-hydroxy-5-[(3S)-tetrahydrofuran-3-yloxy]benzoate (184 mg, 0.77 mmol), 7-fluoro-3-methyl-2,3-dihydro-4H-1,3-benzoxazin-4-one (140 mg, 0.77 mmol) and potassium carbonate (214 mg, 1.54 mmol) in acetonitrile (5 mL) was stirred in a microwave reactor at 160° C. for 10 hours then reduced in vacuo and ethyl acetate (50 mL) added. The organics were washed with brine (50 mL), dried (MgSO4), and reduced in vacuo and the crude oil purified by chromatography on silica, eluting with 30%-80% ethyl acetate in isohexane, to give the desired compound as a colourless oil (0.12 g).

후처리

  1. additionadded
  2. washThe organics were washed with brine (50 mL)
  3. dry with materialdried (MgSO4)
  4. customthe crude oil purified by chromatography on silica
  5. washeluting with 30%-80% ethyl acetate in isohexane

출처 및 근거

ORD 기록
ord-d69d1368e58643e6a4cb1ea3eb09a20b
출처 데이터셋
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07943607B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트