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

Ammonium Chloride → 1-Benzyl 6-methyl 3-methoxycarbonyl-4-methoxycarbonylmethyladipate

HRID 263685
노트
인쇄 미리보기

반응식

HRID 263685 반응식
[CH3:1][O:2][C:3]([CH2:5][CH:6]([CH2:12][C:13]([O:15][CH3:16])=[O:14])[CH2:7][C:8]([O:10][CH3:11])=[O:9])=[O:4].C1CCCCC1.C([N-]C(C)C)(C)C.[Li+].Br[CH2:32][C:33]([O:35][CH2:36][C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)=[O:34].[Cl-].[NH4+]>O1CCCC1.CN(C)P(N(C)C)(N(C)C)=O>[CH3:16][O:15][C:13]([CH:12]([CH:6]([CH2:7][C:8]([O:10][CH3:11])=[O:9])[CH2:5][C:3]([O:2][CH3:1])=[O:4])[CH2:32][C:33]([O:35][CH2:36][C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)=[O:34])=[O:14]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 25517Ammonium ChlorideHCID 62576Benzyl bromoacetateHCID 19038603Dimethyl 3-(2-methoxy-2-oxoethyl)pentanedioateHCID 86604122LDA cyclohexane

생성물 1

HCID 190386301-Benzyl 6-methyl 3-methoxycarbonyl-4-methoxycarbonylmethyladipate수율 56.5%

시약·촉매·용매 2

HCID 8028
Tetrahydrofuran
용매
2회
HCID 12679Hexamethylphosphoramide용매

실험 절차

To 5 ml of a tetrahydrofuran solution containing 600 mg of dimethyl 3-methoxycarbonylmethylglutarate, 1.36 ml of a 1.5M lithium diisopropylamide cyclohexane solution and 0.54 ml of hexamethylphosphoramide were dropwise added at -78° C. under a nitrogen atmosphere, followed by stirring at the same temperature for 1.5 hours. Then, a tetrahydrofuran solution containing 620 mg of benzyl bromoacetate was added thereto, followed by further stirring for one hour. The reaction solution was warmed to room temperature over a period of one hour and then stirred at the same temperature for 2 hours. A saturated ammonium chloride aqueous solution was added to the reaction solution, and the mixture was extracted with ethyl ether. Then, the organic layer was washed with a saturated sodium chloride aqueous solution and dried over anhydrous magnesium sulfate. The drying agent was filtered off, and then, the solvent was distilled off under reduced pressure. The residue was purified by medium pressure liquid column chromatography (hexane/ethyl acetate=3/1) to obtain 555 mg of the above-identified compound as colorless oily substance.

후처리

  1. additionwere dropwise added at -78° C. under a nitrogen atmosphere
  2. additionwas added
  3. stirringby further stirring for one hour
  4. stirringstirred at the same temperature for 2 hours
  5. extractionthe mixture was extracted with ethyl ether
  6. washThen, the organic layer was washed with a saturated sodium chloride aqueous solution
  7. dry with materialdried over anhydrous magnesium sulfate
  8. filtrationThe drying agent was filtered off
  9. distillationthe solvent was distilled off under reduced pressure
  10. customThe residue was purified by medium pressure liquid column chromatography (hexane/ethyl acetate=3/1)

출처 및 근거

ORD 기록
ord-aa9cce1ce1a54fa384b07c37f8135d2f
출처 데이터셋
uspto-grants-1997_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05643958

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트