Benzene → alpha-Sec-butyl-2-naphthaleneacetonitrile

HRID 261143

반응식

HRID 261143 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

HCID 20395159alpha-Sec-butyl-2-naphthaleneacetonitrile수율 86%

시약·촉매·용매 2

HCID 85955Dicyclohexano-18-crown-6촉매HCID 3283Diethyl Ether용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-f7d416b44d9c437abf114f79313241fb
출처 데이터셋
uspto-grants-1979_08
특허 번호
US04164415

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