Propanal → 5-Ethyl-4-tosyl-2-oxazoline

HRID 505573

反応式

HRID 505573 の反応式
[S:1]([CH2:11][N:12]=[C:13]=[O:14])([C:4]1[CH:10]=[CH:9][C:7]([CH3:8])=[CH:6][CH:5]=1)(=[O:3])=[O:2].[CH:15](=O)[CH2:16][CH3:17].[Na].O1CCN=C1>C(O)C>[CH2:16]([CH:17]1[O:14][CH:13]=[N:12][CH:11]1[S:1]([C:4]1[CH:5]=[CH:6][C:7]([CH3:8])=[CH:9][CH:10]=1)(=[O:3])=[O:2])[CH3:15]

参加物

6

反応物 4

HCID 527PropanalHCID 68157OxazolineHCID 5360545SodiumHCID 117890781-Isocyanatomethanesulfonyl-4-methylbenzene

生成物 1

HCID 667581855-Ethyl-4-tosyl-2-oxazoline収率 81%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a stirred suspension of tosylmethylisocyanate (TosMIC, 3.90 g, 20 mmol) and propionaldehyde (1.5 mL 20.4 mmol) in 60 mL dry ethanol, finely powdered sodium cyamide (0.098 g, 2 mmol) was added. The reaction mixture became clear and white crystals of oxazoline began to precipitate in 15 min. The reaction was continuously stirred for an additional 30 min. The mixture was filtered and the crystals were washed with ether-hexane (1:1) before drying. Compound 15 was attained in 81% yield (4.1 g). The structure was confirmed by 1H NMR in CDCl3, LC-MS: [M+1]=254. Purity was >98%.

後処理

  1. additionwas added
  2. customto precipitate in 15 min
  3. filtrationThe mixture was filtered
  4. washthe crystals were washed with ether-hexane (1:1)
  5. custombefore drying

出典と根拠

ORDレコード
ord-97d179396b0740fb8856b9230ba3e5e7
出典データセット
uspto-grants-2010_08
特許番号
US07781442B2

関連ノート

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