Guaiacol → 4-[5-(2-Methoxyphenoxy)pentoxy]benzonitrile

HRID 6070

반응식

HRID 6070 반응식
[C:1]1([O:8][CH3:9])[C:2](=[CH:4][CH:5]=[CH:6][CH:7]=1)[OH:3].[H-].[Na+].[H][H].I[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][O:20][C:21]1[CH:28]=[CH:27][C:24]([C:25]#[N:26])=[CH:23][CH:22]=1>CN(C=O)C.O>[CH3:9][O:8][C:1]1[CH:7]=[CH:6][CH:5]=[CH:4][C:2]=1[O:3][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][O:20][C:21]1[CH:22]=[CH:23][C:24]([C:25]#[N:26])=[CH:27][CH:28]=1

참가 물질

7

반응물 4

HCID 460GuaiacolHCID 24758Sodium hydrideHCID 16202445Benzonitrile, 4-[(5-iodopentyl)oxy]-HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 197948854-[5-(2-Methoxyphenoxy)pentoxy]benzonitrile

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매2회

실험 절차

To a solution of 5.1 g (41 mmol) of guaiacol in 41 mL of DMF, cooled in an icebath, is added in portions, 20 g (41 mmole) of sodium hydride (50% dispersion in oil). The reaction is allowed to warm up to room temperature and stirred until no further hydrogen evolution is observed. The solution is then again cooled in an ice-bath and a solution of 13 g (41 mmol) 4-(5-iodopentoxy) benzonitrile in 82 mL DMF added. The reaction is allowed to warm up to room temperature and stirred for 18 h before pouring the mixture into water. The resulting solid is filtered off and dried to give 4-[5-(2-methoxyphenoxy)pentoxy] benzonitrile, m.p. 61°-63° C.

후처리

  1. temperatureThe solution is then again cooled in an ice-bath
  2. temperatureto warm up to room temperature
  3. filtrationThe resulting solid is filtered off
  4. customdried

출처 및 근거

ORD 기록
ord-fdd2eb38b67e4d6b8e06115e859cab46
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05246965

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