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Methanol → 2-Amino-4,4,4-trifluorobutan-1-ol

HRID 2275812
ノート
印刷プレビュー

反応式

HRID 2275812 の反応式
[BH4-].[Li+].Cl[Si](C)(C)C.Cl.[NH2:9][CH:10]([CH2:14][C:15]([F:18])([F:17])[F:16])[C:11](O)=[O:12].CO>C1COCC1>[NH2:9][CH:10]([CH2:14][C:15]([F:18])([F:17])[F:16])[CH2:11][OH:12]
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 887MethanolHCID 6397ChlorotrimethylsilaneHCID 27565662-Amino-4,4,4-trifluorobutanoic acid hydrochlorideHCID 4148881Lithium borohydride

生成物 1

HCID 534164332-Amino-4,4,4-trifluorobutan-1-ol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

12.9 ml of 2 M lithium borohydride solution in THF (25.8 mmol, 2.5 equivalents) were initially charged in 20 ml of THF, 6.5 ml of chlorotrimethylsilane (51.1 mmol, 5 equivalents) were added and the mixture was stirred at RT for 5 min. 2.0 g of rac-2-amino-4,4,4-trifluorobutanoic acid hydrochloride (10.3 mmol, 1 equivalent) were then added a little at a time, and the mixture was stirred at RT overnight. 20.4 ml of methanol were then added dropwise, and after the addition had ended the mixture was concentrated. 12 ml of a 20% strength aqueous potassium hydroxide solution were added to the residue, and the mixture was extracted three times with dichloromethane. The combined organic solutions were dried over sodium sulphate, filtered and concentrated. This gave 1.58 g (96% of theory; purity 90%) of the title compound.

後処理

  1. stirringthe mixture was stirred at RT overnight
  2. additionafter the addition
  3. concentrationwas concentrated
  4. addition12 ml of a 20% strength aqueous potassium hydroxide solution were added to the residue
  5. extractionthe mixture was extracted three times with dichloromethane
  6. dry with materialThe combined organic solutions were dried over sodium sulphate
  7. filtrationfiltered
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-cc7fa6f3276c46feb2d96d3b95084fc5
出典データセット
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09126998B2

反応ノート

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