Sodium Hydroxide → 4-Benzyl-1-(tert-butoxycarbonyl)piperazine-2-carboxylic acid

HRID 2079770ノート

反応式

HRID 2079770 の反応式
C[O:2][C:3]([C@@H:5]1[CH2:10][N:9]([CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:8][CH2:7][N:6]1[C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])=[O:4].[OH-].[Na+]>CO>[C:21]([O:20][C:18]([N:6]1[CH2:7][CH2:8][N:9]([CH2:11][C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH2:10][C@H:5]1[C:3]([OH:4])=[O:2])=[O:19])([CH3:24])([CH3:22])[CH3:23]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 58367486HCID 58367486、化合物

生成物 1

HCID 407870284-Benzyl-1-(tert-butoxycarbonyl)piperazine-2-carboxylic acid収率 89.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To the round bottom flask containing compound 3 (720 mg, 2.15 mmol) is added MeOH (20 ml) followed by 1 N NaOH (12.9 ml, 12.9 mmol) and stirred overnight at room temperature at which point LCMS shows product peak at 321 (M+H). The reaction mixture is concentrated under reduced pressure to remove methanol. Acidified to pH around three with acetic acid. The mixture is then extracted with DCM and the organic is washed with water twice and once with brine. The organic layer is dried over Na2SO4, filtered and concentrated under reduced pressure to get white solid 4 (615 mg, 89% yield). HPLC shows compound 4 to be greater than 98% pure.

後処理

  1. concentrationThe reaction mixture is concentrated under reduced pressure
  2. customto remove methanol
  3. extractionThe mixture is then extracted with DCM
  4. washthe organic is washed with water twice
  5. dry with materialThe organic layer is dried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-e1ad47fe4cb049efa12cd863eb468ecf
出典データセット
uspto-grants-2011_04
特許番号
US07932255B2

反応ノート

読み込み中…