Imidazole → Chloromethyl(1,1-dimethylethoxy)methyl(phenyl)silane

HRID 1980512

반응식

HRID 1980512 반응식
Cl[Si:2]([CH2:10][Cl:11])([CH3:9])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[C:12]([OH:16])([CH3:15])([CH3:14])[CH3:13].C(N(CC)CC)C.N1C=CN=C1>CN(C)C=O.O>[Cl:11][CH2:10][Si:2]([O:16][C:12]([CH3:15])([CH3:14])[CH3:13])([CH3:9])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

참가 물질

7

반응물 4

HCID 795ImidazoleHCID 6386tert-ButanolHCID 8471TriethylamineHCID 12418873Chloro(chloromethyl)methyl(phenyl)silane

생성물 1

HCID 13474595Chloromethyl(1,1-dimethylethoxy)methyl(phenyl)silane수율 76.9%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

A mixture of 15.4 g (0.075 mol) of chloro(chloromethyl)methyl(phenyl)silane, 14 ml (11.1 g, 0.15 mol) of t-butanol, 11.5 ml (8.3 g, 0.082 g) of triethylamine, and 0.5 g (0.008 mol) of imidazole in 60 ml of dimethylformamide was stirred at 80° For 2 hours. The resulting slurry was cooled, poured into 200 ml of water, and extracted with ether. The ether extracts were washed three times with water, followed by 0.1N aqueous HCl, saturated aqueous NaHCO3, and brine dried over magnesium sulfate, and evaporated to leave 14.0 g of a pale orange oil. Distillation provided 11.9 g (65%) of the title compound: bp 78°-82° (0.2 mm); nD21 1.5010; ir (neat) 3080, 3060, 2990, 2940, 1600, 1435, 1395, 1370, 1260, 1245, 1195, 1125, 1060, 1030, 815, 790, 740, 725, 705, 650 cm-1 ; nmr (CDCl3): 0.5 (3H, s), 1.3 (9H, s), 2.9 (2H, s) and 7.3-7.8 (5H, m).

후처리

  1. temperatureThe resulting slurry was cooled
  2. extractionextracted with ether
  3. washThe ether extracts were washed three times with water
  4. dry with materialdried over magnesium sulfate
  5. customevaporated

출처 및 근거

ORD 기록
ord-84f386f9a72648a388f8546763acfd46
출처 데이터셋
uspto-grants-1985_04
특허 번호
US04510136

연결된 노트

불러오는 중…