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Methyl Isobutyl Ketone → Azoxystrobin

HRID 1645234
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HRID 1645234 반응식
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2/[C:15](=[CH:20]\[O:21][CH3:22])/[C:16]([O:18][CH3:19])=[O:17])[CH:3]=1.C[CH:24]([CH2:26][C:27]([CH3:29])=[O:28])[CH3:25].[C:30](=O)([O-])[O-].[K+].[K+].C1N2CC[N:38](CC2)[CH2:37]1>O>[C:37]([C:26]1[CH:24]=[CH:25][CH:30]=[CH:29][C:27]=1[O:28][C:2]1[N:7]=[CH:6][N:5]=[C:4]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2/[C:15](=[CH:20]\[O:21][CH3:22])/[C:16]([O:18][CH3:19])=[O:17])[CH:3]=1)#[N:38]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

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HCID 7909Methyl Isobutyl KetoneHCID 9237DabcoHCID 11430Potassium CarbonateHCID 11782200Methyl (2E)-2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyprop-2-enoate

생성물 1

HCID 3034285Azoxystrobin수율 97.2%

시약·촉매·용매 1

HCID 962Water
용매

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온도
47.5 °C

실험 절차

Methyl (E)-2-{2-[6-chloropyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (98.4 g at 97.7% strength; prepared as described in WO 92/08703) was added to MIBK (214 g), and heated to 45-50° C. 2-cyanophenyl (40.1 g), potassium carbonate (63.4 g) and DABCO (0.51 g) were added and the temperature was raised to 80° C. and held at this temperature for 4.5 hours. Water (316 g) was added and agitation continued for 30 minutes before settling and separating the aqueous layer. Analysis of the MIBK solution revealed a 97.2% yield of methyl (E)-2-{2-[6-(2-cyanophenoxy)pyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (azoxystrobin).

후처리

  1. temperaturethe temperature was raised to 80° C.
  2. waitagitation continued for 30 minutes
  3. customseparating the aqueous layer

출처 및 근거

ORD 기록
ord-c00619b0959b4581be75fdba65f25472
출처 데이터셋
uspto-grants-2012_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08124761B2

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