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

HRID 1624101
ノート
印刷プレビュー

反応式

HRID 1624101 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

実験手順

0.32 ml (0.65 mmol) of lithium borohydride (2 M in THF) were initially charged in 0.5 ml of dry THF, 0.16 ml (1.28 mmol) of chlorotrimethylsilane were added at RT and the mixture was stirred at RT for 5 min. 50 mg (0.26 mmol) of 2-amino-4,4,4-trifluorobutanoic acid hydrochloride (1:1) were then added a little at a time, and the reaction mixture was stirred at RT overnight. 0.5 ml of methanol was added, and the mixture was then concentrated. 0.6 ml of a 20% strength solution of potassium hydroxide was then added to the residue, and the mixture was extracted three times with dichloromethane. The combined organic phases were dried over sodium sulphate, filtered and concentrated. This gave 33 mg of the target compound (88% of theory).

後処理

  1. stirringthe reaction mixture was stirred at RT overnight
  2. concentrationthe mixture was then concentrated
  3. addition0.6 ml of a 20% strength solution of potassium hydroxide was then added to the residue
  4. extractionthe mixture was extracted three times with dichloromethane
  5. dry with materialThe combined organic phases were dried over sodium sulphate
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-99d8d13ecf9c4f85839342cd4100d489
出典データセット
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08778964B2

反応ノート

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