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Lithium Hydroxide → HCID 66654249、化合物

HRID 517739
ノート
印刷プレビュー

反応式

HRID 517739 の反応式
C([O:4][CH2:5][C:6]1[N:10]([C:11]2[CH:16]=[CH:15][C:14]([C:17]#[N:18])=[C:13]([O:19][C:20]([F:23])([F:22])[F:21])[CH:12]=2)[N:9]=[N:8][N:7]=1)(=O)C.[OH-].[Li+]>CO.C1COCC1.O>[OH:4][CH2:5][C:6]1[N:10]([C:11]2[CH:16]=[CH:15][C:14]([C:17]#[N:18])=[C:13]([O:19][C:20]([F:23])([F:22])[F:21])[CH:12]=2)[N:9]=[N:8][N:7]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 3939Lithium HydroxideHCID 66655178HCID 66655178、化合物2 回

生成物 1

HCID 66654249HCID 66654249、化合物収率 57.3%

試薬・触媒・溶媒 1

HCID 21892291Methanol tetrahydrofuran water溶媒

反応条件

温度
0 °C

実験手順

(1-{4-Cyano-3-[(trifluoromethyl)oxy]phenyl}-1H-tetrazol-5-yl)methyl acetate (Intermediate 53, 7.0 g, 21.4 mmol) was dissolved in MeOH:THF:H2O (1:2:1) and the solution was cooled to 0° C. Lithium hydroxide (770 mg, 32.2 mmol) was added at 0° C. The reaction was slowly allowed to reach room temperature and stirred for 3 hr. The solvent was removed under reduced pressure. The residue was diluted with DCM, and washed with ice-cooled water, saturated aq. NaHCO3 and brine solution, dried over anhydrous Na2SO4 and concentrated under reduced pressure to give the crude product. This was purified by column chromatography (100-200 mesh silica gel), eluting with 30% EtOAc/pet ether to give the title compound (3.50 g).

後処理

  1. customto reach room temperature
  2. customThe solvent was removed under reduced pressure
  3. additionThe residue was diluted with DCM
  4. washwashed with ice-
  5. temperaturecooled water, saturated aq. NaHCO3 and brine solution
  6. dry with materialdried over anhydrous Na2SO4
  7. concentrationconcentrated under reduced pressure
  8. customto give the crude product
  9. customThis was purified by column chromatography (100-200 mesh silica gel)
  10. washeluting with 30% EtOAc/pet ether

出典と根拠

ORDレコード
ord-a5866a3c79864ff48270f0d8e7915e9a
出典データセット
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09115132B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート