4-tert-Butylbenzoyl chloride → HCID 69629012, 화합물

HRID 987316노트

반응식

HRID 987316 반응식
Cl.[NH2:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][O:11][C:12]2[CH:17]=[CH:16][C:15]([CH2:18][C@H:19]([O:23][CH2:24][CH3:25])[C:20]([OH:22])=[O:21])=[CH:14][CH:13]=2)=[CH:5][CH:4]=1.C(=O)([O-])O.[Na+].[C:31]([C:35]1[CH:43]=[CH:42][C:38]([C:39](Cl)=[O:40])=[CH:37][CH:36]=1)([CH3:34])([CH3:33])[CH3:32]>O1CCCC1>[C:31]([C:35]1[CH:36]=[CH:37][C:38]([C:39]([NH:2][C:3]2[CH:4]=[CH:5][C:6]([CH2:9][CH2:10][O:11][C:12]3[CH:17]=[CH:16][C:15]([CH2:18][C@H:19]([O:23][CH2:24][CH3:25])[C:20]([OH:22])=[O:21])=[CH:14][CH:13]=3)=[CH:7][CH:8]=2)=[O:40])=[CH:42][CH:43]=1)([CH3:34])([CH3:32])[CH3:33]

참가 물질

5

반응물 3

HCID 743724-tert-Butylbenzoyl chlorideHCID 516892Sodium BicarbonateHCID 86595065HCID 86595065, 화합물

생성물 1

HCID 69629012HCID 69629012, 화합물수율 89%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

3-{4-[2-(4-Aminophenyl)ethoxy]phenyl}-(S)-2-ethoxypropanoic acid hydro chloride (described in Example 56a) (0.2 g; 0.547 mmole) was dissolved in tetrahydrofurane (5 ml). Sodium hydrogencarbonate (0.053 g; 0.631 mmole) was added and the mixture was stirred for a little while. 4-tert-Butylbenzoyl chloride (0.118 g; 0.6 mmole) was added. The reaction mixture was stirred overnight and then evaporated to dryness. Dichloromethane and water were added to the residue and the phases were separated. The organic phase was dried with magnesium sulfate and the solvent was evaporated. Chromatography of the residue on silica gel (Isolute, SI) using dichloromethane:heptane (1:1), dichloromethane and finally methanol:dichloromethane (1:99) as eluants gave 0.238 g (89% yield) of 3-{4-[2-{4-(4-[tert-butyl]benzoyl)aminophenyl}ethoxy]phenyl}-2-(S)-ethoxypropanoic acid.

후처리

  1. stirringThe reaction mixture was stirred overnight
  2. customevaporated to dryness
  3. additionDichloromethane and water were added to the residue
  4. customthe phases were separated
  5. dry with materialThe organic phase was dried with magnesium sulfate
  6. customthe solvent was evaporated

출처 및 근거

ORD 기록
ord-9e0ca8fcd0bf46d091d7354787f756ff
출처 데이터셋
uspto-grants-2003_10
특허 번호
US06630600B1

반응 노트

불러오는 중…