Methyl Isobutyl Ketone → Azoxystrobin

HRID 1645234

反応式

HRID 1645234 の反応式
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]

参加物

6

反応物 4

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

生成物 1

HCID 3034285Azoxystrobin収率 97.2%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
47.5 °C

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-c00619b0959b4581be75fdba65f25472
出典データセット
uspto-grants-2012_02
特許番号
US08124761B2

関連ノート

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