Thiophosgene → HCID 178497334、化合物
反応式
[NH2:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][C:3]=1[OH:12].[C:13](Cl)(Cl)=[S:14]>C1COCC1>[SH:14][C:13]1[O:12][C:3]2[CH:4]=[C:5]([C:6]([O:8][CH3:9])=[O:7])[CH:10]=[CH:11][C:2]=2[N:1]=1参加物
4
実験手順
To a stirred solution of methyl 4-amino-3-hydroxybenzoate (4.45 g, 26.6 mmol) in THF (250 ml) at room temperature, thiophosgene (2.4 mL, 32 mmol) was added slowly via a syringe pump over a period of 1 hr. After stirring for 4 hr, excess thiophosgene was quenched by addition of a saturated aqueous solution of NH4Cl (100 mL), and the THF was removed by evaporation under reduced pressure. More water was added, and the aqueous mixture was extracted with EtOAc (3×). The Combined organic phase was washed with brine, dried (MgSO4), concentrated in vacuo to give Compound 4 as a tan solid. LC-MS, M+1=210
後処理
- customexcess thiophosgene was quenched by addition of a saturated aqueous solution of NH4Cl (100 mL)
- customthe THF was removed by evaporation under reduced pressure
- additionMore water was added
- extractionthe aqueous mixture was extracted with EtOAc (3×)
- washThe Combined organic phase was washed with brine
- dry with materialdried (MgSO4)
- concentrationconcentrated in vacuo
出典と根拠
- ORDレコード
- ord-2385318b08c549e7a895bab9046672cf
- 出典データセット
- uspto-grants-2014_06
- 特許番号
- US08759539B2
反応ノート
読み込み中…