tert-Butyldimethylsilyl chloride → HCID 59596567, 화합물

HRID 2264956노트

반응식

HRID 2264956 반응식
[C:1]([Si:5]([CH3:8])([CH3:7])Cl)([CH3:4])([CH3:3])[CH3:2].Cl.[O:10]1[CH2:14][CH:13]([OH:15])[CH2:12][NH:11]1>CN(C=O)C>[C:1]([Si:5]([CH3:8])([CH3:7])[O:15][CH:13]1[CH2:14][O:10][NH:11][CH2:12]1)([CH3:4])([CH3:3])[CH3:2]

참가 물질

4

반응물 2

HCID 28928tert-Butyldimethylsilyl chlorideHCID 129324731,2-Oxazolidin-4-ol--hydrogen chloride (1/1)

생성물 1

HCID 59596567HCID 59596567, 화합물수율 96%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

tert-Butyl-dimethyl-chlorosilane (0.5 g, 3.21 mmol) was added to a stirred solution of isoxazolidin-4-ol hydrochloride (0.40 g, 3.18 mmol) in DMF (3 mL). The mixture was left to stir at ambient temperature for 2.5 hours before the solvent was evaporated and the resultant residue partitioned between ethyl acetate (50 mL) and water (20 mL). The organic phase was separated and washed with water (3×20 mL) then brine (20 mL), dried (MgSO4), filtered and evaporated to provide the desired product as a colourless oil (0.62 g, 96%). 1H NMR (CDCl3, 400 MHz) 5.52 (s, 1H), 4.60-4.65 (m, 1H), 3.45-3.62 (m, 1H), 3.80-4.05 (m, 1H), 2.80-3.05 (m, 2H), 0.80 (s, 9H), 0.08 (s, 6H).

후처리

  1. waitThe mixture was left
  2. customwas evaporated
  3. customthe resultant residue partitioned between ethyl acetate (50 mL) and water (20 mL)
  4. customThe organic phase was separated
  5. washwashed with water (3×20 mL)
  6. dry with materialbrine (20 mL), dried (MgSO4)
  7. filtrationfiltered
  8. customevaporated

출처 및 근거

ORD 기록
ord-ce8cdc3eb69547c19aff799da755fb5f
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07855216B2

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