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Methyl iodide → HCID 3642305, 화합물

HRID 461744
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HRID 461744 반응식
[CH:1]([N-]C(C)C)(C)C.[Li+].O1CCCC1.[C:14]1([C:19]([C:21]2[CH:26]=[CH:25][C:24]([CH2:27][C:28]([O:30][CH3:31])=[O:29])=[CH:23][CH:22]=2)=[O:20])[S:18][CH:17]=[CH:16][CH:15]=1.CI>CN(C)P(N(C)C)(N(C)C)=O>[C:14]1([C:19]([C:21]2[CH:26]=[CH:25][C:24]([CH:27]([CH3:1])[C:28]([O:30][CH3:31])=[O:29])=[CH:23][CH:22]=2)=[O:20])[S:18][CH:17]=[CH:16][CH:15]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 6328Methyl iodideHCID 8028TetrahydrofuranHCID 2724682Lithium diisopropylamideHCID 21391799Methyl [4-(thiophene-2-carbonyl)phenyl]acetate

생성물 1

HCID 3642305HCID 3642305, 화합물

시약·촉매·용매 1

HCID 12679Hexamethylphosphoramide용매

반응 조건

온도
-78 °C

실험 절차

A mixture of 4.27 parts of lithium diisopropylamide and 50 parts of tetrahydrofuran is cooled to -78° C. Then there are added 10.4 parts of methyl 2-[p-(2-thenoyl)phenyl]acetate and the mixture is stirred for 40 minutes. 6.25 Parts of methyl iodide dissolved in 2.15 parts of hexamethylphosphoramide are added at -78° C and the mixture is further stirred for 1 hour after which it is allowed to warm up to room temperature. The whole is poured onto water. The resulting mixture is extracted with diisopropylether. The organic phase is washed with water, dried and evaporated. The residue is crystallized from diisopropylether at 0° C, yielding methyl p-(2-thenoyl)hydratropate.

후처리

  1. additionare added at -78° C
  2. stirringthe mixture is further stirred for 1 hour after which it
  3. temperatureto warm up to room temperature
  4. additionThe whole is poured onto water
  5. extractionThe resulting mixture is extracted with diisopropylether
  6. washThe organic phase is washed with water
  7. customdried
  8. customevaporated
  9. customThe residue is crystallized from diisopropylether at 0° C

출처 및 근거

ORD 기록
ord-06f904a1e4f14d55b89d8b28f331358d
출처 데이터셋
uspto-grants-1977_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04064132

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