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Potassium Carbonate → [5-phenoxy-(1,2,4)-thiadiazol-3-yl]-methyl (1R,3R) 2,2-dimethyl-3-(2,2-dibromoethenyl)-cyclopropane-1-carboxylate

HRID 544440
ノート
印刷プレビュー

反応式

HRID 544440 の反応式
[CH3:1][C:2]1([CH3:12])[C@@H:4]([CH:5]=[C:6]([Br:8])[Br:7])[C@H:3]1[C:9]([OH:11])=[O:10].Cl[CH2:14][C:15]1[N:19]=[C:18]([O:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[S:17][N:16]=1.C(=O)([O-])[O-].[K+].[K+]>O1CCOCCOCCOCCOCCOCC1.C(C(C)=O)C>[CH3:1][C:2]1([CH3:12])[C@@H:4]([CH:5]=[C:6]([Br:8])[Br:7])[C@H:3]1[C:9]([O:11][CH2:14][C:15]1[N:19]=[C:18]([O:20][C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[S:17][N:16]=1)=[O:10]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 10924480Deltamethrinic acidHCID 131061443-Chloromethyl-5-phenoxy-(1,2,4)-thiadiazole

生成物 1

HCID 57007880[5-phenoxy-(1,2,4)-thiadiazol-3-yl]-methyl (1R,3R) 2,2-dimethyl-3-(2,2-dibromoethenyl)-cyclopropane-1-carboxylate収率 59.9%

試薬・触媒・溶媒 2

HCID 2855718-Crown-6触媒
HCID 6569Methyl Ethyl Ketone溶媒

実験手順

A mixture of 3.3 g of (1R,3R) 2,2-dimethyl-3-(2,2-dibromoethenyl)-cyclopropane-1-carboxylic acid, 2.2 g of the product of Step A, 1.5 g of potassium carbonate, 100 mg of 1,4,7,10,13,16-hexaoxacyclooctadecane and 50 ml of methyl ethyl ketone wasrefluxed for 24 hours and was evaporated to dryness under reduced pressure.The residue was added to water and the aqueous mixture was extracted with ethyl acetate. The organic phase was evaporated to dryness under reduced pressure and the residue was chromatographed over silica gel. Elution withbenzene yielded 2.84 g of [5-phenoxy-(1,2,4)-thiadiazol-3-yl]-methyl (1R,3R) 2,2-dimethyl-3-(2,2-dibromoethenyl)-cyclopropane-1-carboxylate.

後処理

  1. customwas evaporated to dryness under reduced pressure
  2. additionThe residue was added to water
  3. extractionthe aqueous mixture was extracted with ethyl acetate
  4. customThe organic phase was evaporated to dryness under reduced pressure
  5. customthe residue was chromatographed over silica gel
  6. washElution withbenzene

出典と根拠

ORDレコード
ord-041ae84039fd4bfe8db51abe152182b9
出典データセット
uspto-grants-1984_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04450169

反応ノート

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