1-(Chloromethoxy)-2-methoxyethane → 3,5-Bis(1,1-dimethylethyl)-4-[(2-methoxyethoxy)methoxy]benzonitrile

HRID 466040

반응식

HRID 466040 반응식
[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6]Cl.[CH3:8][C:9]([C:12]1[CH:13]=[C:14]([CH:17]=[C:18]([C:21]([CH3:24])([CH3:23])[CH3:22])[C:19]=1[OH:20])[C:15]#[N:16])([CH3:11])[CH3:10].C(N(C)C(C)C)(C)C>C(Cl)Cl>[CH3:24][C:21]([C:18]1[CH:17]=[C:14]([CH:13]=[C:12]([C:9]([CH3:11])([CH3:10])[CH3:8])[C:19]=1[O:20][CH2:6][O:5][CH2:4][CH2:3][O:2][CH3:1])[C:15]#[N:16])([CH3:22])[CH3:23]

참가 물질

5

반응물 3

HCID 775901-(Chloromethoxy)-2-methoxyethaneHCID 137274Benzonitrile, 3,5-bis(1,1-dimethylethyl)-4-hydroxy-HCID 547370N,N-Diisopropylmethylamine

생성물 1

HCID 100416433,5-Bis(1,1-dimethylethyl)-4-[(2-methoxyethoxy)methoxy]benzonitrile수율 97%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

2-Methoxyethoxymethyl chloride (4.1 g, 0.032 mole) is added dropwise to a 0° C. mixture of 3,5-bis(1,1-dimethylethyl)-4-hydroxybenzonitrile (Louis A. Cohen, Journal of Organic Chemistry 22, 1333, 1957) (5.0 g, 0.022 mole) and diisopropylaminomethane (4.2 g, 0.032 mole) in methylene chloride (50 ml). The mixture is allowed to warm to room temperature and stir 18 hours. The solution is diluted with methylene chloride (25 ml) and washed with water (25 ml), cold 2M HCl (20 ml), saturated aqueous NaCl, and dried over MgSO4. Filtered and concentrated in vacuo to obtain 6.7 g (6.9 g theor., 97%) of 3,5-bis(1,1-dimethylethyl)-4-[(2-methoxyethoxy)methoxy]benzonitrile as a yellow oil.

후처리

  1. washwashed with water (25 ml), cold 2M HCl (20 ml), saturated aqueous NaCl
  2. dry with materialdried over MgSO4
  3. filtrationFiltered
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-edcad62bf0124dd18582110a8b7b330a
출처 데이터셋
uspto-grants-1992_10
특허 번호
US05155122

연결된 노트

불러오는 중…