홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

1,3-Propanediol → 2-(4-(tert-Butyl)-2-(1,3-dioxan-2-yl)phenyl)-4,4-dimethyl-4,5-dihydrooxazole

HRID 2069851
노트
인쇄 미리보기

반응식

HRID 2069851 반응식
[C:1]([C:5]1[CH:6]=[CH:7][C:8]([C:13]2[O:14][CH2:15][C:16]([CH3:19])([CH3:18])[N:17]=2)=[C:9]([CH:12]=1)[CH:10]=[O:11])([CH3:4])([CH3:3])[CH3:2].[CH2:20](O)[CH2:21][CH2:22][OH:23]>C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1.C1C=CC=CC=1>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([C:13]2[O:14][CH2:15][C:16]([CH3:19])([CH3:18])[N:17]=2)=[C:9]([CH:10]2[O:23][CH2:22][CH2:21][CH2:20][O:11]2)[CH:12]=1)([CH3:4])([CH3:2])[CH3:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 104421,3-PropanediolHCID 580161935-(tert-Butyl)-2-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)benzaldehyde

생성물 1

HCID 594738142-(4-(tert-Butyl)-2-(1,3-dioxan-2-yl)phenyl)-4,4-dimethyl-4,5-dihydrooxazole수율 49.8%

시약·촉매·용매 2

HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)촉매HCID 241Benzene
용매

실험 절차

8.10 g (31.2 mmol) of 5-tert-butyl-2-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-benzaldehyde was weighed into a 500 mL round bottom flask fitted with a stir bar and Dean-Stark trap. Added 300 mL of benzene and stirred to obtain a clear yellow solution. Added 383 mg (1.52 mmol) of pyridinium p-toluenesulfonate. Added 11.3 mL (156 mmol) of 1,3-propanediol. Heated the solution to reflux for 17 h. Cooled to room temperature Washed the reaction mixture with 200 mL of 50% saturated aqueous NaHCO3, 200 mL of water, and 200 mL brine. Dried over MgSO4 and removed the solvent on rotavap. Purified by silica gel flash chromatography using isocratic elution with 10% EtOAc/CH2Cl2 to obtain 4.93 g of the title compound as a clear yellow resin. MS (ESI) 318 (M+H)+.

후처리

  1. customfitted with a stir bar
  2. customto obtain a clear yellow solution
  3. temperatureHeated the solution
  4. temperatureto reflux for 17 h
  5. washWashed the reaction mixture with 200 mL of 50% saturated aqueous NaHCO3, 200 mL of water, and 200 mL brine
  6. dry with materialDried over MgSO4
  7. customremoved the solvent on rotavap
  8. customPurified by silica gel flash chromatography
  9. washelution with 10% EtOAc/CH2Cl2

출처 및 근거

ORD 기록
ord-57f43ba78a5b4ddd8f96622196637b3c
출처 데이터셋
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08299077B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트