Triethylamine → 3-(4-Bromo-2-fluorobenzyl)-1,3-oxazolidin-2-one

HRID 500189ノート

反応式

HRID 500189 の反応式
[CH2:1]([O:4][C:5](Cl)=[O:6])[CH2:2]Cl.Cl.[Br:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][NH2:17])=[C:12]([F:18])[CH:11]=1.C(N(CC)CC)C.CC(C)([O-])C.[K+]>C1COCC1.C(Cl)Cl>[Br:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][N:17]2[CH2:2][CH2:1][O:4][C:5]2=[O:6])=[C:12]([F:18])[CH:11]=1

参加物

7

反応物 4

HCID 8471TriethylamineHCID 123052-Chloroethyl chloroformateHCID 184681974-Bromo-2-fluorobenzylamine hydrochlorideHCID 23665647Potassium tert-butoxide

生成物 1

HCID 615319923-(4-Bromo-2-fluorobenzyl)-1,3-oxazolidin-2-one

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

2-chloroethyl chloridocarbonate (114 μL, 1.1 mmol) was added to a mixture of 1-(4-bromo-2-fluorophenyl)methanamine hydrochloride (0.240 g, 1.0 mmol) and triethylamine (293 μL, 2.1 mmol). The mixture was stirred at RT for 3 h, and then 1M of potassium tert-butoxide in THF (1.2 mL) was added. The mixture was stirred overnight at RT, diluted with methylene chloride, washed with water and brine, dried over Na2SO4, filtered, and concentrated under reduced pressure to give the desired product which was directly used in next step without further purification. LCMS: (M+H)=275.9/273.9.

後処理

  1. stirringThe mixture was stirred overnight at RT
  2. washwashed with water and brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-ca2163a1738a4d1ab56f09e44ee5ea8a
出典データセット
uspto-grants-2010_08
特許番号
US07767675B2

反応ノート

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