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Ethyl trifluoroacetate → 1-(3,5-Dichloro-2,4-difluorophenyl)-2,2,2-trifluoroethanone

HRID 1500197
ノート
印刷プレビュー

反応式

HRID 1500197 の反応式
[Cl:1][C:2]1[CH:7]=[C:6](I)[C:5]([F:9])=[C:4]([Cl:10])[C:3]=1[F:11].C([Mg]Cl)(C)C.[F:17][C:18]([F:25])([F:24])[C:19](OCC)=[O:20]>O1CCCC1.COC(C)(C)C>[Cl:10][C:4]1[C:5]([F:9])=[C:6]([C:19](=[O:20])[C:18]([F:25])([F:24])[F:17])[CH:7]=[C:2]([Cl:1])[C:3]=1[F:11]
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 9794Ethyl trifluoroacetateHCID 871589861,3-Dichloro-2,4-difluoro-5-iodobenzeneHCID 178418918HCID 178418918、化合物

生成物 1

HCID 871586251-(3,5-Dichloro-2,4-difluorophenyl)-2,2,2-trifluoroethanone収率 69.2%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒3 回
HCID 15413
tert-Butyl methyl ether
溶媒

実験手順

1,3-Dichloro-2,4-difluoro-5-iodobenzene (4.0 g) was dissolved in tetrahydrofuran and cooled to −10 degree. A 2.0 M solution of isopropylmagnesium chloride in tetrahydrofuran (10 ml) was added dropwise via a dropping funnel. The reaction mixture was stirred for 1 hour at same temperature. A solution of ethyl trifluoroacetate (2.76 g) in tetrahydrofuran (6 ml) was added dropwise and the reaction mixture was allowed to warm to ambient temperature. The reaction mixture was diluted with t-butyl methyl ether and washed with 1 N NaOH and then brine. The combined extracts were dried over magnesium sulfate. After filtered off, the filtrate was concentrated in vacuo to give crude product which was purified with Kugel-Rohr to give 1-(3,5-dichloro-2,4-difluorophenyl)-2,2,2-trifluoroethanone (2.5 g).

後処理

  1. temperaturecooled to −10 degree
  2. washwashed with 1 N NaOH
  3. dry with materialThe combined extracts were dried over magnesium sulfate
  4. filtrationAfter filtered off
  5. concentrationthe filtrate was concentrated in vacuo
  6. customto give crude product which
  7. customwas purified with Kugel-Rohr

出典と根拠

ORDレコード
ord-fc999ebbfbc040319171cf64ddba7a37
出典データセット
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09206122B2

反応ノート

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