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

HRID 4455
ノート
印刷プレビュー

反応式

HRID 4455 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6212Chloroform溶媒

実験手順

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%.

後処理

  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

出典と根拠

ORDレコード
ord-0f56b0f450a745bdbb47e42936a87fa7
出典データセット
uspto-grants-1988_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04725688

反応ノート

読み込み中…

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