Pentane → HCID 22568974, 화합물

HRID 24194노트

반응식

HRID 24194 반응식
Br[C:2]1[CH:18]=[CH:17][C:5]([O:6][Si:7]([CH:14]([CH3:16])[CH3:15])([CH:11]([CH3:13])[CH3:12])[CH:8]([CH3:10])[CH3:9])=[CH:4][C:3]=1[C:19]([CH3:22])([CH3:21])[CH3:20].C([Li])(C)(C)C.CCCCC.Cl[C:34]([O:36][CH2:37][CH3:38])=[O:35]>CCOCC>[C:19]([C:3]1[CH:4]=[C:5]([O:6][Si:7]([CH:14]([CH3:16])[CH3:15])([CH:11]([CH3:12])[CH3:13])[CH:8]([CH3:9])[CH3:10])[CH:17]=[CH:18][C:2]=1[C:34]([O:36][CH2:37][CH3:38])=[O:35])([CH3:22])([CH3:20])[CH3:21]

참가 물질

6

반응물 4

HCID 8003PentaneHCID 10928Ethyl chloroformateHCID 22568937HCID 22568937, 화합물2회HCID 178418306HCID 178418306, 화합물

생성물 1

HCID 22568974HCID 22568974, 화합물수율 124.9%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

To a solution of (4-bromo-3-tert-butyl-phenoxy)-triisopropyi-silane (Intermediate 105, 1.00 g, 2.60 mmols) in 15 mL Et2O cooled to −78° C. was added 3.6 mL of tert-butyllithium, 1.7 M in pentane (395.0 mg, 6.2 mmols). After stirring for 30 minutes ethyl chloroformate (607.6 mg, 5.6 mmols) was added. The resulting solution was warmed to room temperature and quenched by the addition of saturated aqueous NH4Cl. The mixture was extracted with EtOAc and the combined organic layers dried (MgSO4) concentrated under reduced pressure The residue was chromatographed (2-5% EtOAc—hexanes) to give 1.23 g (88%) of the title compound as a colorless oil.

후처리

  1. additionwas added
  2. customquenched by the addition of saturated aqueous NH4Cl
  3. extractionThe mixture was extracted with EtOAc
  4. dry with materialthe combined organic layers dried (MgSO4)
  5. concentrationconcentrated under reduced pressure The residue
  6. customwas chromatographed (2-5% EtOAc—hexanes)

출처 및 근거

ORD 기록
ord-8e625530a4f24746909f40f9d6e89e53
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06855512B2

반응 노트

불러오는 중…