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

Ethyl 2-methyl-2-(6-methyl-5-phenyl-2,3-dihydro-4-oxo-4H-1,3-oxazin-3-yl)-propionate → 2-(2,3-dihydro-6-methyl-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylpropionaldehyde

HRID 1274876
노트
인쇄 미리보기

반응식

HRID 1274876 반응식
[CH3:1][C:2]1[O:7][CH2:6][N:5]([C:8]([CH3:15])([CH3:14])[C:9](OCC)=[O:10])[C:4](=[O:16])[C:3]=1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1.CCOCC.[Cl-].[Na+].O>[CH3:1][C:2]1[O:7][CH2:6][N:5]([C:8]([CH3:14])([CH3:15])[CH:9]=[O:10])[C:4](=[O:16])[C:3]=1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 10968683Ethyl 2-methyl-2-(6-methyl-5-phenyl-2,3-dihydro-4-oxo-4H-1,3-oxazin-3-yl)-propionateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 221182842-(2,3-dihydro-6-methyl-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylpropionaldehyde수율 61.2%

시약·촉매·용매 3

HCID 3283Diethyl Ether용매2회HCID 8028
Tetrahydrofuran
용매
HCID 57417360Sodium chloride; water용매

반응 조건

온도
-40 °C

실험 절차

A solution of ethyl 2-(2,3-dihydro-6-methyl-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylpropanoate (43 g) in tetrahydrofuran was added to lithium aluminium hydride (220 ml of a 1M solution in ether) with stirring at -40° C. After 1 hour the solution was cooled to -70° C., diluted with ether, and treated with brine via dropwise addition, initially at -70° C. and then at -30° C. After warning to room temperature the organic layer was dried (magnesium sulphate), evaporated and the residue purified by dry column chromatography on silica gel eluting with dichloromethane to give 2-(2,3-dihydro-6-methyl-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylpropionaldehyde as a cream solid (22.5 g), NMR 1.35(s,6H), 1.95(s,3H), 5.25(s,2H), 7.22-7.38(m,5H), 9.42(s,1H).

후처리

  1. temperatureAfter 1 hour the solution was cooled to -70° C.
  2. customat -30° C
  3. customAfter warning to room temperature
  4. dry with materialwas dried (magnesium sulphate)
  5. customevaporated
  6. customthe residue purified
  7. dry with materialby dry column chromatography on silica gel eluting with dichloromethane

출처 및 근거

ORD 기록
ord-45e166af6d364581ad0e1ed6a164f470
출처 데이터셋
uspto-grants-2000_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06159902

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트