Propofol → Dodecyl[[2,6-Bis(1-methylethyl)phenoxy]sulfonyl]carbamate

HRID 5642

반응식

HRID 5642 반응식
[CH2:1]([O:13][C:14](=[O:20])[NH:15][S:16](Cl)(=[O:18])=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[CH:21]([C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([CH:30]([CH3:32])[CH3:31])[C:25]=1[OH:33])([CH3:23])[CH3:22].C(N(CC)CC)C>C1COCC1>[CH3:31][CH:30]([C:26]1[CH:27]=[CH:28][CH:29]=[C:24]([CH:21]([CH3:23])[CH3:22])[C:25]=1[O:33][S:16]([NH:15][C:14](=[O:20])[O:13][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])(=[O:17])=[O:18])[CH3:32]

참가 물질

5

반응물 3

HCID 4943PropofolHCID 8471TriethylamineHCID 10758631Dodecyl(chlorosulfonyl)carbamate

생성물 1

HCID 10648021Dodecyl[[2,6-Bis(1-methylethyl)phenoxy]sulfonyl]carbamate수율 59.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of n-dodecyl(chlorosulfonyl)carbamate (5.0 g, 15.2 mmoles) in 80 mL THF was added dropwise to a solution of 2,6-diisopropyl phenol (2.72 g, 15.2 mmoles) and excess triethylamine in 100 mL THF at room temperature under an atmosphere of N2. The mixture was stirred for 16 hours and then concentrated in vacuo. The residue was partitioned between 1N HCl and EtOAc. The organic layer was dried with MgSO4, filtered, and evaporated to give a clear oil. Chromatography (SiO2, 5% EtOAc/hexanes) gave 4.26 g of the title compound as a waxy solid, mp 32°-35° C.

후처리

  1. concentrationconcentrated in vacuo
  2. customThe residue was partitioned between 1N HCl and EtOAc
  3. dry with materialThe organic layer was dried with MgSO4
  4. filtrationfiltered
  5. customevaporated
  6. customto give a clear oil

출처 및 근거

ORD 기록
ord-29c831e9f5614f9b8eb8037523a00d0e
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05245068

연결된 노트

불러오는 중…