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Iodoethane → Ethyl 3,3-bis(4-fluorophenyl)-2-(2-ethyl-2H-tetrazol-5-yl)-2-propenoate

HRID 974466
ノート
印刷プレビュー

反応式

HRID 974466 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:20]2[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=2)=[C:9]([C:15]2[NH:19][N:18]=[N:17][N:16]=2)[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:4][CH:3]=1.[H-].[Na+].I[CH2:30][CH3:31]>CN(C)C=O.O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([C:20]2[CH:21]=[CH:22][C:23]([F:26])=[CH:24][CH:25]=2)=[C:9]([C:15]2[N:16]=[N:17][N:18]([CH2:30][CH3:31])[N:19]=2)[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:6][CH:7]=1
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 6340IodoethaneHCID 24758Sodium hydride2 回HCID 178470939HCID 178470939、化合物

生成物 1

HCID 14723821Ethyl 3,3-bis(4-fluorophenyl)-2-(2-ethyl-2H-tetrazol-5-yl)-2-propenoate収率 45.5%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228
Dimethylformamide
溶媒

実験手順

To a solution of 10.0 g (0.028 mole) of ethyl 3,3-bis(4-fluorophenyl)-2-(1H-tetrazol-5-yl)-2-propenoate [prepared in Example 2] in 75 mL of N,N-dimethylformamide was added 1.2 g of 60% sodium hydride (0.03 mole) in mineral oil was added. After stirring for 0.5 hour, the sodium hydride had dissolved and 8.5 g (0.056 mole) of iodoethane was added. The solution was stirred at room temperature for 16 hours, diluted to 400 mL with water and extracted with CH2Cl2. The extracts were dried and concentrated in vacuo. The residue was triturated with hexane to remove mineral oil. The residue was absorbed onto silica gel by dissolving in CH2Cl2 and adding dry silica gel, then concentrating in vacuo to a dry powder. This material was transferred to the top of a silica gel column and eluted with 10% (v/v) ethyl acetate in hexane to give 4.9 g (45.5%) of the title compound; m.p.=113°-114.5° C.

後処理

  1. additionwas added
  2. stirringThe solution was stirred at room temperature for 16 hours
  3. extractionextracted with CH2Cl2
  4. customThe extracts were dried
  5. concentrationconcentrated in vacuo
  6. customThe residue was triturated with hexane
  7. customto remove mineral oil
  8. customThe residue was absorbed onto silica gel
  9. dissolutionby dissolving in CH2Cl2
  10. additionadding dry silica gel
  11. concentrationconcentrating in vacuo to a dry powder
  12. washeluted with 10% (v/v) ethyl acetate in hexane

出典と根拠

ORDレコード
ord-13f6692708ec4d0bb4f3443f8783fbf3
出典データセット
uspto-grants-1991_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05068346

反応ノート

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