2-Decanol → HCID 21804866, 화합물

HRID 342510

반응식

HRID 342510 반응식
[CH3:1][CH:2]([OH:11])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[H-].[Na+].[H][H].Cl[C:17]1[C:22]([O:23][CH3:24])=[C:21]([O:25][CH2:26][CH3:27])[N:20]=[CH:19][N:18]=1.[Cl-].[NH4+]>CN(C)C=O>[CH3:1][CH:2]([O:11][C:17]1[C:22]([O:23][CH3:24])=[C:21]([O:25][CH2:26][CH3:27])[N:20]=[CH:19][N:18]=1)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

참가 물질

7

반응물 5

HCID 142542-DecanolHCID 24758Sodium hydrideHCID 25517Ammonium ChlorideHCID 543436974-Chloro-5-methoxy-6-ethoxypyrimidineHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 21804866HCID 21804866, 화합물수율 28.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

2.7 g (17.0 mmol) of 2-decanol were added dropwise at 50° C. to a suspension of 650 mg (21.6 mmol) of sodium hydride (80% suspension in oil) in 60 ml of dry dimethylformamide, and the mixture was stirred until the evolution of hydrogen had ceased. The mixture was cooled to room temperature and 3.0 g (15.9 mmol) of 4-chloro-5-methoxy-6-ethoxypyrimidine (preparation analogously to Example C) were added in portions. After 30 minutes, the reaction temperature was increased to 50° C., and stirring was continued for 12 hours. The reaction mixture was poured into saturated ammonium chloride solution and subsequently extracted with diethyl ether. The combined organic phase was washed with water, dried over magnesium sulfate and concentrated in vacuo. The residue was chromatographed on silica gel using n-heptane/ethyl acetate (4:1). 1.4 g (28% of theory) of 4-(2-decyloxy)-5-methoxy-6-ethoxypyrimidine were obtained in the form of a yellow oil.

후처리

  1. additionwere added in portions
  2. temperaturethe reaction temperature was increased to 50° C.
  3. waitwas continued for 12 hours
  4. extractionsubsequently extracted with diethyl ether
  5. washThe combined organic phase was washed with water
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated in vacuo
  8. customThe residue was chromatographed on silica gel

출처 및 근거

ORD 기록
ord-16683827a01c4b7589f6a98a15e89254
출처 데이터셋
uspto-grants-1999_01
특허 번호
US05859020

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