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Triethylamine → tert-Butyldimethyl-[1-(1-propylcyclobutyl)but-3-ynyloxy]silane

HRID 2080904
ノート
印刷プレビュー

反応式

HRID 2080904 の反応式
[Si:1]([O:8]S(C(F)(F)F)(=O)=O)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].C(N(CC)CC)C.[CH2:23]([C:26]1([CH:30](O)[CH2:31][C:32]#[CH:33])[CH2:29][CH2:28][CH2:27]1)[CH2:24][CH3:25].C([O-])(O)=O.[Na+]>C(Cl)Cl>[C:4]([Si:1]([CH3:3])([CH3:2])[O:8][CH:30]([C:26]1([CH2:23][CH2:24][CH3:25])[CH2:27][CH2:28][CH2:29]1)[CH2:31][C:32]#[CH:33])([CH3:7])([CH3:6])[CH3:5]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 8471TriethylamineHCID 123564tert-Butyldimethylsilyl trifluoromethanesulphonateHCID 516892Sodium BicarbonateHCID 142547761-(1-Propylcyclobutyl)but-3-yn-1-ol

生成物 1

HCID 15475299tert-Butyldimethyl-[1-(1-propylcyclobutyl)but-3-ynyloxy]silane収率 153.8%

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒

実験手順

t-Butyldimethylsilyltrifluoromethanesulfonate (1.8 mL, 7.88 mmol) was added to a solution of triethylamine (2.2 mL, 15.8 mmol) and alcohol 4 (650 mg, 3.94 mmol) in CH2Cl2 (5.0 mL) at 0° C. The reaction was stirred for 1 h and then saturated aqueous NaHCO3 was added. The mixture was extracted with CH2Cl2. The organic portion was washed with brine, dried (Na2SO4), filtered and concentrated in vacuo. FCC (silica gel, 100% hexane) gave 1.7 g (100%) of the silyl ether 5 as a clear, colorless oil.

後処理

  1. extractionThe mixture was extracted with CH2Cl2
  2. washThe organic portion was washed with brine
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-6a4af06914f54b99b4b5aafdb1014247
出典データセット
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07932420B2

反応ノート

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