Water → 2-(5-Hydroxypentyl)-2-(3,3,3-trifluoropropyl)malononitrile

HRID 1443596노트

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HRID 1443596 반응식
C([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([CH2:19][CH2:20][C:21]([F:24])([F:23])[F:22])([C:17]#[N:18])[C:15]#[N:16])C1C=CC=CC=1.[I-].[Na+].O>C(#N)C>[OH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([CH2:19][CH2:20][C:21]([F:22])([F:23])[F:24])([C:17]#[N:18])[C:15]#[N:16]

참가 물질

5

반응물 3

HCID 962WaterHCID 5238Sodium IodideHCID 588790442-(5-Benzyloxypentyl)-2-(3,3,3-trifluoropropyl)malononitrile

생성물 1

HCID 588790372-(5-Hydroxypentyl)-2-(3,3,3-trifluoropropyl)malononitrile수율 30.3%

시약·촉매·용매 1

HCID 6342Acetonitrile용매2회

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온도
0 °C

실험 절차

1.8 g of 2-(5-benzyloxypentyl)-2-(3,3,3-trifluoropropyl)malononitrile was added to 20 ml of acetonitrile was cooled to 0° C. To the mixture, 1.6 g of sodium iodide added and 1.3 g of trifluoroborane-diethyl ether complex dissolved in 5 ml of acetonitrile was further added dropwise. The mixture was stirred at 0° C. for 1 hour and at room temperature for 6 hours. Thereafter, water was added to the reaction mixture, followed by extraction with chloroform. The organic layer was washed successively with water and aqueous saturated sodium chloride, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 0.40 g of 2-(5-hydroxypentyl)-2-(3,3,3-trifluoropropyl)malononitrile.

후처리

  1. additionwas further added dropwise
  2. extractionfollowed by extraction with chloroform
  3. washThe organic layer was washed successively with water and aqueous saturated sodium chloride
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-3390515b4e0d4eab89b8c9ec9e4300b7
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07662402B2

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