Diisobutylaluminumhydride → 2-[5-(4-Chlorophenyl)-2-(trifluoromethyl)-3-furyl]ethanol

HRID 9661ノート

反応式

HRID 9661 の反応式
[H-].C([Al+]CC(C)C)C(C)C.C[O:12][C:13](=O)[CH2:14][C:15]1[CH:19]=[C:18]([C:20]2[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=2)[O:17][C:16]=1[C:27]([F:30])([F:29])[F:28]>C1(C)C=CC=CC=1.O1CCCC1>[Cl:26][C:23]1[CH:22]=[CH:21][C:20]([C:18]2[O:17][C:16]([C:27]([F:28])([F:29])[F:30])=[C:15]([CH2:14][CH2:13][OH:12])[CH:19]=2)=[CH:25][CH:24]=1

参加物

5

反応物 2

HCID 21225700DiisobutylaluminumhydrideHCID 21986299Methyl[5-(4-chlorophenyl)-2-(trifluoromethyl)-3-furyl]acetate2 回

生成物 1

HCID 219864132-[5-(4-Chlorophenyl)-2-(trifluoromethyl)-3-furyl]ethanol

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

1.5 M Diisobutylaluminium hydride in toluene (0.8 ml) was added to a solution of methyl[5-(4-chlorophenyl)-2-(trifluoromethyl)-3-furyl]acetate (intermediate 86, 0.10 g) in tetrahydrofuran (5 ml) at 0° C. under nitrogen. The solution was allowed to stir thus for 2.5 hours then was quenched with methanol and allowed to warm to room temperature. Silica was added and the solvent was removed in vacuo. The crude product was purified using SPE (silica cartridge): the product was eluted using cyclohexane:ethyl acetate (5:1) and concentrated to form a colourless oil.

後処理

  1. customthen was quenched with methanol
  2. additionSilica was added
  3. customthe solvent was removed in vacuo
  4. customThe crude product was purified
  5. washthe product was eluted
  6. concentrationconcentrated
  7. customto form a colourless oil

出典と根拠

ORDレコード
ord-35fbf77d81c9458bb2baceb830e52f52
出典データセット
uspto-grants-2006_08
特許番号
US07091237B2

反応ノート

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