Triethylamine hydrofluoride → trans-N-(2-benzyloxycyclohexyl)-N'-(2-hydroxy-4-nitrophenyl)urea

HRID 368378ノート

反応式

HRID 368378 の反応式
[CH2:1]([O:8][C@@H:9]1[CH2:14][CH2:13][CH2:12][CH2:11][C@H:10]1[NH:15][C:16]([NH:18][C:19]1[CH:24]=[CH:23][C:22]([N+:25]([O-:27])=[O:26])=[CH:21][C:20]=1[O:28][Si](C(C)(C)C)(C)C)=[O:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.F.C(N(CC)CC)C>C(#N)C>[CH2:1]([O:8][C@@H:9]1[CH2:14][CH2:13][CH2:12][CH2:11][C@H:10]1[NH:15][C:16]([NH:18][C:19]1[CH:24]=[CH:23][C:22]([N+:25]([O-:27])=[O:26])=[CH:21][C:20]=1[OH:28])=[O:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 10290782Triethylamine hydrofluorideHCID 15485711trans-N-(2-Benzyloxycyclohexyl)-N'-(2-tert-butyldimethylsilyloxy-4-nitrophenyl) urea

生成物 1

HCID 15485712trans-N-(2-benzyloxycyclohexyl)-N'-(2-hydroxy-4-nitrophenyl)urea収率 95%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

To a solution of trans-N-(2-Benzyloxycyclohexyl)-N'-(2-tert-butyldimethylsilyloxy-4-nitrophenyl) urea (100 mg, 0.2 mmol) in acetonitrile (2 mL), triethylamine hydrofluoride (0.1 mL, 0.6 mmol) was added. The reaction mixture was stirred at room temperature for 30 minutes. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was dried over MgSO4, filtered and concentrated under reduced pressure to give product (73 mg, 95%). EI-MS m/z 386 (M+H)+.

後処理

  1. customThe reaction mixture was partitioned between ethyl acetate and water
  2. dry with materialThe organic layer was dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-19e51050e09d4a3e9fac3f01f6720d08
出典データセット
uspto-grants-2000_10
特許番号
US06133319

反応ノート

読み込み中…