Imidazole → Butyl 2-(tert-butyldimethylsilyloxy)acetate

HRID 324272

반응식

HRID 324272 반응식
[C:1]([O:5][CH2:6][CH2:7][CH2:8][CH3:9])(=[O:4])[CH2:2][OH:3].N1C=CN=C1.[C:15]([Si:19]([CH3:22])([CH3:21])Cl)([CH3:18])([CH3:17])[CH3:16]>CCOCC.CCCCCC>[C:15]([Si:19]([CH3:22])([CH3:21])[O:3][CH2:2][C:1]([O:5][CH2:6][CH2:7][CH2:8][CH3:9])=[O:4])([CH3:18])([CH3:17])[CH3:16]

참가 물질

5

반응물 3

HCID 795ImidazoleHCID 28928tert-Butyldimethylsilyl chlorideHCID 81882Butyl Glycolate

생성물 1

HCID 14079954Butyl 2-(tert-butyldimethylsilyloxy)acetate

시약·촉매·용매 1

HCID 21584099Diethylether hexane용매

실험 절차

n-Butyl glycolate (231 g; 1.75 mol) and imidazole (345.1 g; 5.07 mol) were combined at 0° C. The suspension obtained was treated portionwise with t-butyldimethylchlorosilane (303 g; 2.01 mol) over 1.5 hours. After 20 hours at room temperature the reaction mixture was diluted with ether/n-hexane 1:1 (1 l) and suction filtered. The crystals were rinsed thoroughly with ether/n-hexane 1:1 (200 ml). The filtrate was washed in succession with water (2×700 ml) and saturated aqueous sodium chloride solution (500 ml), dried over magnesium sulphate and concentrated. The oil obtained was distilled over a Vigreux column (7.5 cm). Yield: 405 g (94%) as a colorless oil (b.p. 78° C./0.98 mm Hg).

후처리

  1. customwere combined at 0° C
  2. customThe suspension obtained
  3. filtrationfiltered
  4. washThe crystals were rinsed thoroughly with ether/n-hexane 1:1 (200 ml)
  5. washThe filtrate was washed in succession with water (2×700 ml) and saturated aqueous sodium chloride solution (500 ml)
  6. dry with materialdried over magnesium sulphate
  7. concentrationconcentrated
  8. customThe oil obtained
  9. distillationwas distilled over a Vigreux column (7.5 cm)

출처 및 근거

ORD 기록
ord-a836643b65db45459e454d5770294002
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06218379B1

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