Dimethylformamide → Silane, [(3,6-dihydro-2H-pyran-4-yl)oxy]trimethyl-

HRID 1189564

反応式

HRID 1189564 の反応式
CN(C=O)C.C(N(CC)CC)C.[O:13]1[CH2:18][CH2:17][C:16](=[O:19])[CH2:15][CH2:14]1.[Si:20](Cl)([CH3:23])([CH3:22])[CH3:21]>CCCCC>[O:13]1[CH2:18][CH:17]=[C:16]([O:19][Si:20]([CH3:23])([CH3:22])[CH3:21])[CH2:15][CH2:14]1

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 6397ChlorotrimethylsilaneHCID 8471TriethylamineHCID 121599Tetrahydro-4H-pyran-4-one

生成物 1

HCID 11095099Silane, [(3,6-dihydro-2H-pyran-4-yl)oxy]trimethyl-収率 58.1%

試薬・触媒・溶媒 1

HCID 8003Pentane溶媒

反応条件

温度
140 °C

実験手順

To a flame-dried sealed tube was added DMF (3 ml) and triethylamine (3.34 ml, 23.97 mmol), followed by tetrahydro-4H-pyran-4-one (0.923 ml, 9.99 mmol) and TMS-Cl (1.532 ml, 11.99 mmol). The mixture was heated at 140° C. for 16 hours, allowed to cool to room temperature, diluted with pentane and decanted into ice cooled saturated sodium bicarbonate and extracted with pentane (50 ml×3). The combined pentane layers were washed with brine and dried over sodium sulfate, filtered and concentrated to give 1.0 g of the product as a liquid (5.80 mmol, yield 58.1%). 1H NMR (400 MHz, CDCl3) δ (ppm) 4.63-4.61 (m, 1H), 3.95-3.93 (m, 2H), 3.60-3.58 (m, 2H), 1.94-1.90 (m, 2H), 0.01 (b, 9H).

後処理

  1. customTo a flame-dried sealed tube
  2. temperatureto cool to room temperature
  3. customdecanted into ice cooled saturated sodium bicarbonate
  4. extractionextracted with pentane (50 ml×3)
  5. washThe combined pentane layers were washed with brine
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-3dcfef107fd54717aee917160a74cd63
出典データセット
uspto-grants-2014_03
特許番号
US08674115B2

関連ノート

読み込み中…