Benzyl Bromide → HCID 44223288、化合物

HRID 722799

反応式

HRID 722799 の反応式
[NH2:1][C@H:2]([C:6]([OH:8])=[O:7])[CH2:3][CH2:4][CH3:5].[CH:9]1[CH:14]=[CH:13][C:12]([CH2:15]Br)=[CH:11][CH:10]=1.C([O-])([O-])=O.[K+].[K+]>CC#N>[CH2:15]([N:1]([C@@H:2]([CH2:3][CH2:4][CH3:5])[C:6]([O:8][CH2:15][C:12]1[CH:13]=[CH:14][CH:9]=[CH:10][CH:11]=1)=[O:7])[CH2:15][C:12]1[CH:13]=[CH:14][CH:9]=[CH:10][CH:11]=1)[C:12]1[CH:13]=[CH:14][CH:9]=[CH:10][CH:11]=1

参加物

5

反応物 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 65098L-Norvaline

生成物 1

HCID 44223288HCID 44223288、化合物収率 71%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
60 °C

実験手順

To a solution of L-norvaline (685 mg, 5.85 mmol) in MeCN (15 mL), BnBr (3.48 mL, 29.24 mmol) and K2CO3 (4.04 g, 29.24 mmol) were added. The mixture was stirred at 60° C. for 9 h, and then cooled down to room temperature and filtered, washing the solid with EtOAc. The filtrates were concentrated in vacuo and the residue purified by column chromatography on silica (100% hexane to hexane/EtOAc 5:1) to obtain benzyl ester 9 as a colorless oil (1.6 g, 71% yield).

後処理

  1. temperaturecooled down to room temperature
  2. filtrationfiltered
  3. washwashing the solid with EtOAc
  4. concentrationThe filtrates were concentrated in vacuo
  5. customthe residue purified by column chromatography on silica (100% hexane to hexane/EtOAc 5:1)

出典と根拠

ORDレコード
ord-eaeff5e461914e19836b8db465d0611d
出典データセット
uspto-grants-2006_11
特許番号
US07138547B2

関連ノート

読み込み中…