Methyl bromoacetate → [tert-Butoxycarbonyl-(3,4-difluorophenyl)-amino]-acetic acid methyl ester

HRID 1267908ノート

反応式

HRID 1267908 の反応式
[C:1]([O:5][C:6](=[O:16])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([F:14])=[C:10]([F:15])[CH:9]=1)([CH3:4])([CH3:3])[CH3:2].CC(C)([O-])C.[K+].Br[CH2:24][C:25]([O:27][CH3:28])=[O:26]>O1CCCC1>[CH3:28][O:27][C:25](=[O:26])[CH2:24][N:7]([C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:16])[C:8]1[CH:13]=[CH:12][C:11]([F:14])=[C:10]([F:15])[CH:9]=1

参加物

5

反応物 3

HCID 60984Methyl bromoacetateHCID 2783369Carbamic acid, (3,4-difluorophenyl)-, 1,1-dimethylethyl esterHCID 23665647Potassium tert-butoxide

生成物 1

HCID 54030684[tert-Butoxycarbonyl-(3,4-difluorophenyl)-amino]-acetic acid methyl ester

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of (3,4-difluorophenyl)-carbamic acid tert-butyl ester (Tetrahedron, (1992), 48(35), 7373) (15.1 g) in tetrahydrofuran (120 ml) at 0° C. was added potassium tert-butoxide (94 ml of a 1.0 M solution in tetrahydrofuran) dropwise. After stirring for 2 hr methyl bromoacetate (9.1 ml) was added dropwise and ice-bath removed and reaction mixture stirred at room temperature overnight. Reaction mixture concentrated under reduced pressure, diluted with ethyl acetate and washed with water and brine, dried (Na2SO4) and concentrated to leave the sub-title compound as a brown oil (18.0 g).

後処理

  1. additionwas added dropwise
  2. customice-bath removed
  3. customreaction mixture
  4. customReaction mixture
  5. concentrationconcentrated under reduced pressure
  6. additiondiluted with ethyl acetate
  7. washwashed with water and brine
  8. dry with materialdried (Na2SO4)
  9. concentrationconcentrated

出典と根拠

ORDレコード
ord-302bd5a608e94b5ca6ff9967c6d1887a
出典データセット
uspto-grants-2003_04
特許番号
US06555541B1

反応ノート

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