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Ammonium Acetate → Isopropyl 4-[1-{4-[[di(tert-butoxy)phosphoryl](difluoro)methyl]benzyl}-2-(4-fluorophenyl)-2-oxoethyl]benzoate

HRID 1371026
ノート
印刷プレビュー

反応式

HRID 1371026 の反応式
[CH:1]([O:4][C:5](=[O:22])[C:6]1[CH:11]=[CH:10][C:9]([CH2:12][C:13]([C:15]2[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=2)=[O:14])=[CH:8][CH:7]=1)([CH3:3])[CH3:2].CC(C)([O-])C.[K+].Br[CH2:30][C:31]1[CH:36]=[CH:35][C:34]([C:37]([P:40](=[O:51])([O:46][C:47]([CH3:50])([CH3:49])[CH3:48])[O:41][C:42]([CH3:45])([CH3:44])[CH3:43])([F:39])[F:38])=[CH:33][CH:32]=1.C([O-])(=O)C.[NH4+]>C1COCC1>[C:47]([O:46][P:40]([C:37]([F:39])([F:38])[C:34]1[CH:35]=[CH:36][C:31]([CH2:30][CH:12]([C:9]2[CH:10]=[CH:11][C:6]([C:5]([O:4][CH:1]([CH3:3])[CH3:2])=[O:22])=[CH:7][CH:8]=2)[C:13]([C:15]2[CH:16]=[CH:17][C:18]([F:21])=[CH:19][CH:20]=2)=[O:14])=[CH:32][CH:33]=1)([O:41][C:42]([CH3:45])([CH3:44])[CH3:43])=[O:51])([CH3:48])([CH3:49])[CH3:50]
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 4

HCID 517165Ammonium AcetateHCID 15922636Di(tert-butyl) [4-(bromomethyl)phenyl](difluoro)methylphosphonateHCID 18510263Isopropyl-4-[2-(4-fluorophenyl)-2-oxoethyl]benzoate2 回HCID 23665647Potassium tert-butoxide

生成物 1

HCID 18510274Isopropyl 4-[1-{4-[[di(tert-butoxy)phosphoryl](difluoro)methyl]benzyl}-2-(4-fluorophenyl)-2-oxoethyl]benzoate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒3 回

実験手順

To a solution of isopropyl-4-[2-(4-fluorophenyl)-2-oxoethyl]benzoate (0.130 g, 0.433 mmol), (Example 4, Step 1) 18-crown-6 (0.03 g) in THF (2.2 ml ) at −2020 C. was added a solution of potassium tert-butoxide 1 M in THF (0.475 ml). To the reaction mixture was added a solution of di(tert-butyl) [4-(bromomethyl)phenyl](difluoro)methylphosphonate (0.196 g, 0.475 mmol) in THF (5 ml). The reaction was stirred at room temperature for 1 hour, and then saturated ammonium acetate solution (20 ml) was added and the mixture was extracted with ethyl acetate (20 ml). The organic phase was washed with brine, dried over sodium sulfate, filtered, and evaporated to dryness. The residue was purified by flash chromatography using hexane/ethyl acetate 15% plus 1% triethylamine giving 0.05 g of the title compound.

後処理

  1. extractionthe mixture was extracted with ethyl acetate (20 ml)
  2. washThe organic phase was washed with brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. customevaporated to dryness
  6. customThe residue was purified by flash chromatography

出典と根拠

ORDレコード
ord-311973521cb841a19e31eef3ae7333c2
出典データセット
uspto-grants-2003_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06583126B2

反応ノート

読み込み中…

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