Potassium Carbonate → 2-[2-(2-Benzyloxycarbonylmethoxy-5-chloro-benzyl)-4-chloro-phenoxy]-propionic acid tert-butyl ester

HRID 2244471노트

반응식

HRID 2244471 반응식
[C:1]([O:5][C:6](=[O:10])[CH:7](Br)[CH3:8])([CH3:4])([CH3:3])[CH3:2].[CH2:11]([O:18][C:19](=[O:38])[CH2:20][O:21][C:22]1[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][C:23]=1[CH2:29][C:30]1[CH:35]=[C:34]([Cl:36])[CH:33]=[CH:32][C:31]=1[OH:37])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[C:1]([O:5][C:6](=[O:10])[CH:7]([O:37][C:31]1[CH:32]=[CH:33][C:34]([Cl:36])=[CH:35][C:30]=1[CH2:29][C:23]1[CH:24]=[C:25]([Cl:28])[CH:26]=[CH:27][C:22]=1[O:21][CH2:20][C:19]([O:18][CH2:11][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)=[O:38])[CH3:8])([CH3:4])([CH3:3])[CH3:2]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 545327tert-Butyl 2-bromopropanoateHCID 68450956[4-Chloro-2-(5-chloro-2-hydroxy-benzyl)-phenoxy]-acetic acid benzyl ester

생성물 1

HCID 684523432-[2-(2-Benzyloxycarbonylmethoxy-5-chloro-benzyl)-4-chloro-phenoxy]-propionic acid tert-butyl ester

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 2-bromopropionic acid tert-butyl ester (0.827 g, 3.95 mmol) in DMF (15 mL) is added [4-chloro-2-(5-chloro-2-hydroxy-benzyl)-phenoxy]-acetic acid benzyl ester (1.5 g, 3.60 mmol) and potassium carbonate (0.547 g, 3.95 mmol). The reaction mixture is stirred at RT overnight and the solvent is removed in vacuo. The crude product is dissolved in EtOAc (50 mL) and washed with water (50 mL) and brine (50 mL). The organic portion is dried (MgSO4) and concentrated in vacuo to yield a yellow oil which is dried in a vacuum oven for 2 hours to afford the titled product which is used in the next step without purification.

후처리

  1. customthe solvent is removed in vacuo
  2. dissolutionThe crude product is dissolved in EtOAc (50 mL)
  3. washwashed with water (50 mL) and brine (50 mL)
  4. dry with materialThe organic portion is dried (MgSO4)
  5. concentrationconcentrated in vacuo
  6. customto yield a yellow oil which
  7. customis dried in a vacuum oven for 2 hours

출처 및 근거

ORD 기록
ord-334a1de74ba8476988e3f704cf112cee
출처 데이터셋
uspto-grants-2010_03
특허 번호
US07678826B2

반응 노트

불러오는 중…