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2-Methylbutanoic Acid → (s)-5-n-Undecyloxy-2-[4-(2-methylbutanoyloxy)phenyl]pyrimidine

HRID 4455
노트
인쇄 미리보기

반응식

HRID 4455 반응식
[CH3:1][CH:2]([CH2:6][CH3:7])[C:3]([OH:5])=[O:4].[CH2:8]([O:19][C:20]1[CH:21]=[N:22][C:23]([C:26]2[CH:31]=[CH:30][C:29](O)=[CH:28][CH:27]=2)=[N:24][CH:25]=1)[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]>CN(C)C1C=CN=CC=1.C(Cl)(Cl)Cl>[CH2:8]([O:19][C:20]1[CH:25]=[N:24][C:23]([C:26]2[CH:31]=[CH:30][C:29]([O:4][C:3](=[O:5])[C@@H:2]([CH3:1])[CH2:6][CH3:7])=[CH:28][CH:27]=2)=[N:22][CH:21]=1)[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 83142-Methylbutanoic AcidHCID 1357361844-[5-(Undecyloxy)pyrimidin-2(1H)-ylidene]cyclohexa-2,5-dien-1-one

생성물 1

HCID 18611672(s)-5-n-Undecyloxy-2-[4-(2-methylbutanoyloxy)phenyl]pyrimidine수율 70%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6212Chloroform용매

실험 절차

Pour 0.328 g of 2-methylbutanoic acid synthesized from (s)-amylalcohol ([α]D23 -5.8° (neat)), 1.1 g of 4-(5-n-undecyloxy-2-pyrimidinyl)phenol, 8 ml of anhydrous chloroform and 0.662 g of 4-dimethylaminopyridine, S,S'-dicyclohexylcarbodimide into a 25 ml flask and allow to react for one whole day at room temperature. After the reaction, filter and separate the insoluble matters, and extract the reaction product with chloroform. The organic layer is washed with water, 2N hydrochloric acid and water, dried and evaporated to remove the organic solvent. The reaction product is purified with silica gel chromatography and re-crystallized crystal, and then optically active (s)-5-n-undecyloxy-2-[4-(2-methylbutanoyloxy)phenyl]pyrimidine is obtained at a yield of 70%.

후처리

  1. customto react for one whole day at room temperature
  2. customAfter the reaction
  3. filtrationfilter
  4. customseparate the insoluble matters
  5. extractionextract the reaction product with chloroform
  6. washThe organic layer is washed with water, 2N hydrochloric acid and water
  7. customdried
  8. customevaporated
  9. customto remove the organic solvent
  10. customThe reaction product is purified with silica gel chromatography
  11. customre-crystallized crystal

출처 및 근거

ORD 기록
ord-0f56b0f450a745bdbb47e42936a87fa7
출처 데이터셋
uspto-grants-1988_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04725688

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