tert-Butyldimethylsilyl chloride → HCID 59596567、化合物

HRID 2264956ノート

反応式

HRID 2264956 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

HCID 59596567HCID 59596567、化合物収率 96%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-ce8cdc3eb69547c19aff799da755fb5f
出典データセット
uspto-grants-2010_12
特許番号
US07855216B2

反応ノート

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