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Water → Ethyl 3-(2-chloro-4-fluoro-5-nitrophenyl)-2-propenoate

HRID 1940483
ノート
印刷プレビュー

反応式

HRID 1940483 の反応式
[Cl:1][C:2]1[CH:9]=[C:8]([F:10])[C:7]([N+:11]([O-:13])=[O:12])=[CH:6][C:3]=1[CH:4]=O.[Br-].[C:15]([CH2:20][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([O:17][CH2:18][CH3:19])=[O:16].C(N(CC)CC)C.O>C1C=CC=CC=1.C(OCC)(=O)C>[Cl:1][C:2]1[CH:9]=[C:8]([F:10])[C:7]([N+:11]([O-:13])=[O:12])=[CH:6][C:3]=1[CH:4]=[CH:20][C:15]([O:17][CH2:18][CH3:19])=[O:16]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 73731(Ethoxycarbonylmethyl)triphenylphosphonium bromideHCID 135637752-Chloro-4-fluoro-5-nitrobenzaldehyde

生成物 1

HCID 54527423Ethyl 3-(2-chloro-4-fluoro-5-nitrophenyl)-2-propenoate収率 60.1%

試薬・触媒・溶媒 2

HCID 241
Benzene
溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

A stirred mixture of the compound of Step C, Example 2, (11.5 gm, 56.51 mmol), (carbethoxymethyl)triphenylphosphonium bromide (24.2 gm, 56.51 mmol) and triethylamine (50 mL) in benzene (200 mL), under N2, was heated to reflux for 1 hour. Water (200 mL) and ethyl acetate (200 mL) were added. The organic layer was separated, dried over magnesium sulfate and evaporated under reduce pressure to dryness. The residue was chromatographed on silica gel using hexane:EtOAc (15:5) mixture as eluent. The fractions were combined and evaporated under reduce pressure to obtain the title compound of Step D (9.3 gm, 60%) as a yellow solid; m.p. 86°-88° C.,

後処理

  1. temperatureunder N2, was heated
  2. temperatureto reflux for 1 hour
  3. customThe organic layer was separated
  4. dry with materialdried over magnesium sulfate
  5. customevaporated
  6. customThe residue was chromatographed on silica gel
  7. customevaporated

出典と根拠

ORDレコード
ord-b5c56af113654a1082ea3463ce1d1e0a
出典データセット
uspto-grants-1997_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05700761

反応ノート

読み込み中…

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