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

HRID 1443596ノート

反応式

HRID 1443596 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒2 回

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3390515b4e0d4eab89b8c9ec9e4300b7
出典データセット
uspto-grants-2010_02
特許番号
US07662402B2

反応ノート

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