Benzyl Bromide → HCID 44223288, 화합물

HRID 722799

반응식

HRID 722799 반응식
[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

참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 65098L-Norvaline

생성물 1

HCID 44223288HCID 44223288, 화합물수율 71%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
60 °C

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-eaeff5e461914e19836b8db465d0611d
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07138547B2

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