Nitrogen → HCID 86664919、化合物

HRID 1189418ノート

反応式

HRID 1189418 の反応式
N#N.C[Si](C)(C)[S:5][Si](C)(C)C.C[O-].[Na+].[CH3:15][C:16]1([C:21]2[S:25][C:24]([CH2:26][C:27]#[N:28])=[CH:23][CH:22]=2)[O:20][CH2:19][CH2:18][O:17]1>CN(C=O)C.O>[CH3:15][C:16]1([C:21]2[S:25][C:24]([CH2:26][C:27]([NH2:28])=[S:5])=[CH:23][CH:22]=2)[O:17][CH2:18][CH2:19][O:20]1

参加物

7

反応物 4

HCID 947NitrogenHCID 76920Disilathiane, 1,1,1,3,3,3-hexamethyl-HCID 10942334Sodium MethoxideHCID 67128699HCID 67128699、化合物

生成物 1

HCID 86664919HCID 86664919、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒2 回

実験手順

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), hexamethyldisilthiane (8.9 mL, 42.31 mmol) was added dropwise to a solution of NaOMe (2.35 g, 42.31 mmol) in dry DMF (35 mL) and the reaction mixture was stirred at rt for 15 min. This dark blue solution was then added to a solution of [5-(2-methyl-[1,3]dioxolan-2-yl)-thiophen-2-yl]-acetonitrile (3.27 g, 16.93 mmol) in DMF (30 mL) and the reaction mixture was stirred for 2 days at rt. Water (100 mL) was then added and the mixture was extracted twice with EA (100 mL). The combined org. phases were dried over MgSO4, filtered, and the solvent was removed under reduced pressure. Purification of the residue by FC (1:1 hept-EA) gave the title compound as a yellow oil. TLC: rf (1:1 hept-EA)=0.35. LC-MS-conditions 02: tR=0.81 min, [M+H]+=244.38.

後処理

  1. stirringthe reaction mixture was stirred for 2 days at rt
  2. extractionthe mixture was extracted twice with EA (100 mL)
  3. dry with materialphases were dried over MgSO4
  4. filtrationfiltered
  5. customthe solvent was removed under reduced pressure
  6. customPurification of the residue by FC (1:1 hept-EA)

出典と根拠

ORDレコード
ord-b94bf6f2887142f1bda88a4df95f6717
出典データセット
uspto-grants-2014_03
特許番号
US08674111B2

反応ノート

読み込み中…