Triethylamine → 6-(t-Butyldimethylsilyloxy)-1-hexyne

HRID 34331ノート

反応式

HRID 34331 の反応式
[CH2:1]([OH:7])[CH2:2][CH2:3][CH2:4][C:5]#[CH:6].C(N(CC)CC)C.[Si:15](Cl)([C:18]([CH3:21])([CH3:20])[CH3:19])([CH3:17])[CH3:16]>ClCCl.CN(C)C1C=CN=CC=1>[O:7]([CH2:1][CH2:2][CH2:3][CH2:4][C:5]#[CH:6])[Si:15]([C:18]([CH3:21])([CH3:20])[CH3:19])([CH3:17])[CH3:16]

参加物

6

反応物 3

HCID 8471TriethylamineHCID 28928tert-Butyldimethylsilyl chlorideHCID 702345-Hexyn-1-ol

生成物 1

HCID 110094486-(t-Butyldimethylsilyloxy)-1-hexyne収率 89.5%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of 5-hexyn-1-ol (9.81 g) in dichloromethane (50 ml) was added, at 0° C., triethylamine (10 ml), t-butyldimethylsilylchloride (17 g) and 4-dimethylaminopyridine (100 mg) and the mixture was stirred 16 hrs. while warming to room temperature. Dichloromethane (100 ml) was added and the organic layer was washed with 1N HCl (2×50 ml), brine and dried with Na2SO4. Solvents were removed and residue distilled under vacuum to yield the title compound as an oil (19 g, 89%).

後処理

  1. washthe organic layer was washed with 1N HCl (2×50 ml), brine
  2. dry with materialdried with Na2SO4
  3. customSolvents were removed
  4. distillationresidue distilled under vacuum

出典と根拠

ORDレコード
ord-ec13348bbc21422aa699aa0a82424f64
出典データセット
uspto-grants-1988_08
特許番号
US04761425

反応ノート

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