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

Hydrochloric Acid → Diethyl (E)-4-[2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl2-naphthyl)-1-ethenyl]-benzenephosphonate

HRID 2073602
노트
인쇄 미리보기

반응식

HRID 2073602 반응식
C(OP([CH2:9][C:10]1[CH:15]=[CH:14][C:13]([P:16]([O:21][CH2:22][CH3:23])(=[O:20])[O:17][CH2:18][CH3:19])=[CH:12][CH:11]=1)(OCC)=O)C.[H-].[Na+].[CH:26]([C:28]1[CH:37]=[CH:36][C:35]2[C:34]([CH3:39])([CH3:38])[CH2:33][CH2:32][C:31]([CH3:41])([CH3:40])[C:30]=2[CH:29]=1)=O.Cl>CS(C)=O>[CH3:38][C:34]1([CH3:39])[CH2:33][CH2:32][C:31]([CH3:41])([CH3:40])[C:30]2[CH:29]=[C:28](/[CH:26]=[CH:9]/[C:10]3[CH:11]=[CH:12][C:13]([P:16]([O:17][CH2:18][CH3:19])(=[O:20])[O:21][CH2:22][CH3:23])=[CH:14][CH:15]=3)[CH:37]=[CH:36][C:35]1=2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 104208875,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-2-naphthalenecarbaldehydeHCID 19857614Diethyl 4diethylphosphonomethylbenzenephosphonate

생성물 1

HCID 14371701Diethyl (E)-4-[2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl2-naphthyl)-1-ethenyl]-benzenephosphonate수율 32.2%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매3회

실험 절차

A solution of 22 g (53 millimoles) of diethyl 4diethylphosphonomethylbenzenephosphonate in 100 ml of dimethyl sulfoxide was added dropwise to a suspension of 1.8 g (64 millimoles) of sodium hydride in 50 ml of dry dimethyl sulfoxide at room temperature. Stirring was continued for 1 hour, after which a solution of 8.7 g (40 millimoles) of 2-formyl-5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene in 75 ml of dimethyl sulfoxide was added dropwise. Stirring was continued for 16 hours at room temperature and the mixture was poured onto water, acidified with 2N hydrochloric acid and extracted three times with ether. The combined organic phases were washed twice with water and twice with saturated sodium chloride solution, dried over sodium sulfate and evaporated down. The residue was purified by column chromatography (silica gel; heptane/0.55 - 10% ethyl acetate) to give 5.5 g of the title compound of melting point 83°-84° C.

후처리

  1. stirringStirring
  2. waitwas continued for 16 hours at room temperature
  3. additionthe mixture was poured onto water
  4. extractionextracted three times with ether
  5. washThe combined organic phases were washed twice with water and twice with saturated sodium chloride solution
  6. dry with materialdried over sodium sulfate
  7. customevaporated down
  8. customThe residue was purified by column chromatography (silica gel; heptane/0.55 - 10% ethyl acetate)

출처 및 근거

ORD 기록
ord-98588f0719b248a09e5a0e3597845832
출처 데이터셋
uspto-grants-1990_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04918212

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트