Water → HCID 15018288、化合物

HRID 846583ノート

反応式

HRID 846583 の反応式
[NH2:1][C:2]1[C:7]([CH2:8][OH:9])=[C:6]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)[C:5]([C:17]([O:19][CH3:20])=[O:18])=[C:4]([CH:21]([CH3:23])[CH3:22])[N:3]=1.[C:24](=O)(OC1C=CC=CC=1)[O:25]C1C=CC=CC=1.N12CCCN=C1CCCCC2.O>C1(C)C=CC=CC=1.C(OCC)(=O)C>[F:16][C:13]1[CH:12]=[CH:11][C:10]([C:6]2[C:7]3[CH2:8][O:9][C:24](=[O:25])[NH:1][C:2]=3[N:3]=[C:4]([CH:21]([CH3:23])[CH3:22])[C:5]=2[C:17]([O:19][CH3:20])=[O:18])=[CH:15][CH:14]=1

参加物

7

反応物 4

HCID 962WaterHCID 7597Diphenyl carbonateHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 14994381HCID 14994381、化合物

生成物 1

HCID 15018288HCID 15018288、化合物

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 8857Ethyl Acetate溶媒

実験手順

41.3 g (0.13 mol) of the compound from Example IV are dissolved in 325 ml of toluene and heated to reflux with 33.4 g (156 mmol) of diphenyl carbonate and 21.7 g (143 mmol) of 1,8-diazabicyclo-[5.4.0]-undec-7-ene for 30 min. The mixture is cooled and treated with 300 ml of water and 150 ml of ethyl acetate. The aqueous phase is extracted with 300 ml of ethyl acetate and the combined organic phases are washed twice with 200 ml of 0.1M NaOH and once with 200 ml of saturated sodium chloride solution, dried using sodium sulphate and concentrated in vacuo. The residue which remains is chromatographed in a column (φ 20 cm) on 1.6 kg of silica gel 230-400 mesh using a mixture of petroleum ether/ethyl acetate (3:1) to (1:1).

後処理

  1. temperatureheated
  2. temperatureThe mixture is cooled
  3. extractionThe aqueous phase is extracted with 300 ml of ethyl acetate
  4. washthe combined organic phases are washed twice with 200 ml of 0.1M NaOH and once with 200 ml of saturated sodium chloride solution
  5. customdried
  6. concentrationconcentrated in vacuo
  7. customThe residue which remains is chromatographed in a column (φ 20 cm) on 1.6 kg of silica gel 230-400 mesh
  8. additiona mixture of petroleum ether/ethyl acetate (3:1) to (1:1)

出典と根拠

ORDレコード
ord-c76a3db7d8db4f508c5560c36a40fc1b
出典データセット
uspto-grants-1992_08
特許番号
US05137881

反応ノート

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