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Thionyl Chloride → HCID 18367388、化合物

HRID 1741360
ノート
印刷プレビュー

反応式

HRID 1741360 の反応式
O[CH2:2][CH2:3][CH2:4][CH:5]([NH:23][CH:24]1[C:33]2[C:28](=[C:29]([O:34][CH3:35])[CH:30]=[CH:31][CH:32]=2)[CH2:27][CH2:26][CH2:25]1)[C:6]1[O:7][C:8]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:10]=1.O=S(Cl)Cl>C(Cl)Cl>[C:11]1([C:9]2[N:10]=[C:6]([CH:5]3[CH2:4][CH2:3][CH2:2][N:23]3[CH:24]3[C:33]4[C:28](=[C:29]([O:34][CH3:35])[CH:30]=[CH:31][CH:32]=4)[CH2:27][CH2:26][CH2:25]3)[O:7][C:8]=2[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 24386Thionyl ChlorideHCID 18367346HCID 18367346、化合物

生成物 1

HCID 18367388HCID 18367388、化合物収率 65.9%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 1-[[4-hydroxy-1-(4,5-diphenyloxazol-2-yl)butyl]amino]-5-methoxy-1,2,3,4-tetrahydronaphthalene (0.9 g) in CH2Cl2 (20 ml) was added SOCl2 (3 ml). After being stirred for 4 hours, the solvent was removed. The residue was dissolved in CH3CN (20 ml) and K2CO3 (5 g) was added to the solution. After being stirred for 4 hours under reflux, the solution was poured into the mixture of ethyl acetate and water. The organic layer was washed with water and brine, dried over MgSO4, and evaporated in vacuo. The residue was purified by chromatography on silica gel to afford 1-[2-(4,5-diphenyloxazol-2-yl)pyrrolidin-1-yl]-5-methoxy-1,2,3,4-tetrahydronaphthalene (0.57 g). MS (m/z): 451 (M+ +1) IR (Neat): 1580 cm-1NMR (CDCl3, δ): 1.5-2.3 (8H, m), 2.4-3.2 (4H, m), 3.69 and 3.76 (3H, each s), 4.0-4.2 (2H, m), 6.4-6.72 (3H, m), 7.3-7.7 (10H, m)

後処理

  1. customthe solvent was removed
  2. dissolutionThe residue was dissolved in CH3CN (20 ml)
  3. additionK2CO3 (5 g) was added to the solution
  4. stirringAfter being stirred for 4 hours
  5. temperatureunder reflux
  6. additionthe solution was poured into the mixture of ethyl acetate and water
  7. washThe organic layer was washed with water and brine
  8. dry with materialdried over MgSO4
  9. customevaporated in vacuo
  10. customThe residue was purified by chromatography on silica gel

出典と根拠

ORDレコード
ord-247ef4999efe452ba43850071356d048
出典データセット
uspto-grants-1999_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05972965

反応ノート

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