Benzene → alpha-Sec-butyl-2-naphthaleneacetonitrile

HRID 261143

反応式

HRID 261143 の反応式
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][C:12]#[N:13].Br[CH:15]([CH2:17][CH3:18])[CH3:16].C1C=CC=CC=1.[OH-].[Na+]>CCOCC.C1CC2OCCOCCOC3C(OCCOCCOC2CC1)CCCC3>[CH:15]([CH:11]([C:2]1[CH:3]=[CH:4][C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:1]=1)[C:12]#[N:13])([CH2:17][CH3:18])[CH3:16]

参加物

7

反応物 4

HCID 241BenzeneHCID 65542-BromobutaneHCID 14798Sodium HydroxideHCID 820082-Naphthylacetonitrile

生成物 1

HCID 20395159alpha-Sec-butyl-2-naphthaleneacetonitrile収率 86%

試薬・触媒・溶媒 2

HCID 85955Dicyclohexano-18-crown-6触媒HCID 3283Diethyl Ether溶媒

実験手順

A mixture of 2-naphthaleneacetonitrile (30.00 g, 0.179 mole), dicyclohexyl-18-crown-6 [1.60 g, 0.0043 mole (2.4 mole %)], 2-bromobutane (50.20 g, 0.366 mole), benzene (80 ml) and sodium hydroxide solution (50%, 80 ml) is stirred at room temperature for 16 hours. The organic layer is diluted with ether (250 ml), separated, washed successively with water, dilute hydrochloric acid and water and dried over sodium sulfate. Evaporation and distillation under vacuum gives α-sec-butyl-2-naphthaleneacetonitrile (34.3 g, 86%); b.p. 130° C. (0.1 mm).

後処理

  1. customseparated
  2. washwashed successively with water, dilute hydrochloric acid and water
  3. dry with materialdried over sodium sulfate
  4. customEvaporation and distillation under vacuum

出典と根拠

ORDレコード
ord-f7d416b44d9c437abf114f79313241fb
出典データセット
uspto-grants-1979_08
特許番号
US04164415

関連ノート

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