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Dimethylformamide → 2-(Cyclohexylmethoxy)pyrimidine-4-carbaldehyde

HRID 63352
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반응식

HRID 63352 반응식
[CH:1]1([CH2:7][O:8][C:9]2[N:14]=[CH:13][CH:12]=[CH:11][N:10]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.CN([CH:18]=[O:19])C>C1COCC1>[CH:1]1([CH2:7][O:8][C:9]2[N:10]=[C:11]([CH:18]=[O:19])[CH:12]=[CH:13][N:14]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 6228DimethylformamideHCID 866946672-(Cyclohexylmethoxy)pyrimidine

생성물 1

HCID 866946682-(Cyclohexylmethoxy)pyrimidine-4-carbaldehyde

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Knochel-Hauser reagent (2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex) is added to a mixture of 2-(cyclohexylmethoxy)pyrimidine in THF at −78° C., stirred for 15 min, then DMF is added. The reaction mixture is stirred at −30° C., quenched by aqueous NH4Cl, extracted with ethyl acetate. Combined organic layers are dried over anhydrous Na2SO4 and concentrated under reduced pressure to give 2-(cyclohexylmethoxy)-pyrimidine-4-carbaldehyde.

후처리

  1. stirringThe reaction mixture is stirred at −30° C.
  2. customquenched by aqueous NH4Cl
  3. extractionextracted with ethyl acetate
  4. dry with materialCombined organic layers are dried over anhydrous Na2SO4
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-2973922bc5dc42598ac42412f248742d
출처 데이터셋
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09447078B2

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