Tert-Butanesulfinamide → HCID 88924920、化合物

HRID 2279438ノート

反応式

HRID 2279438 の反応式
[O:1]1[C:5]([CH:6]=O)=[CH:4][N:3]=[CH:2]1.[CH3:8][C:9]([S:12]([NH2:14])=[O:13])([CH3:11])[CH3:10]>C1COCC1.C(O[Ti](OCC)(OCC)OCC)C>[CH3:8][C:9]([S:12](/[N:14]=[CH:6]/[C:5]1[O:1][CH:2]=[N:3][CH:4]=1)=[O:13])([CH3:11])[CH3:10]

参加物

5

反応物 2

HCID 3382465Tert-ButanesulfinamideHCID 118293725-OXAZOLECARBOXALDEHYDE

生成物 1

HCID 88924920HCID 88924920、化合物収率 58.7%

試薬・触媒・溶媒 2

HCID 178477244HCID 178477244、化合物触媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
65 °C

実験手順

Oxazole-5-carbaldehyde (1.0 g, 10.30 mmol), 2-methylpropane-2-sulfinamide (2.247 g, 18.54 mmol; CASRN 146374-27-8), and tetraethoxytitanium (8.460 g, 37.09 mmol) were placed in THF (15 mL) and heated to 65° C. for 12 h. The reaction was cooled and poured onto water. The solids were filtered off and the filtrate was extracted with EtOAc. The layers were separated and the organic layer was concentrated. The resulting residue was purified by SiO2 chromatography (20-25% EtOAc/hexane) to afford (E)-2-methyl-N-(oxazol-5-ylmethylene)propane-2-sulfinamide (20, 1.211 g, 6.047 mmol, 58.70% yield).

後処理

  1. temperatureThe reaction was cooled
  2. additionpoured onto water
  3. filtrationThe solids were filtered off
  4. extractionthe filtrate was extracted with EtOAc
  5. customThe layers were separated
  6. concentrationthe organic layer was concentrated
  7. customThe resulting residue was purified by SiO2 chromatography (20-25% EtOAc/hexane)

出典と根拠

ORDレコード
ord-05e6ef8847164722b766abf4113903ff
出典データセット
uspto-grants-2015_09
特許番号
US09133187B2

反応ノート

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