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

HRID 1844159
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HRID 1844159 반응식
[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]
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참가 물질

6

반응물 4

HCID 887MethanolHCID 6397ChlorotrimethylsilaneHCID 27565662-Amino-4,4,4-trifluorobutanoic acid hydrochlorideHCID 4148881Lithium borohydride

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-725d77c43b3f4cd9a37691f3abdd3641
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08946215B2

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