Triphenylphosphine → 4-[4-(Benzyloxy)butoxy]-6-(trifluoromethyl)pyrimidine

HRID 384455

반응식

HRID 384455 반응식
[CH2:1]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][OH:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:14][C:15]([F:24])([F:23])[C:16]1[N:21]=[CH:20][N:19]=[C:18](O)[CH:17]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)C)=O)=NC(OC(C)C)=O>C1COCC1>[CH2:1]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][O:13][C:18]1[CH:17]=[C:16]([C:15]([F:24])([F:23])[F:14])[N:21]=[CH:20][N:19]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 5622124-Benzyloxy-1-butanolHCID 178516143HCID 178516143, 화합물

생성물 1

HCID 595272614-[4-(Benzyloxy)butoxy]-6-(trifluoromethyl)pyrimidine수율 52.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 4-(benzyloxy)butan-1-ol (3.00 g), 6-(trifluoromethyl)pyrimidin-4-ol (3.00 g), and triphenylphosphine (5.25 g) in THF (30 mL) was added diisopropyl azodicarboxylate (4.05 g), and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was concentrated under reduced pressure, and then the residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=9/1) to obtain 4-[4-(benzyloxy)butoxy]-6-(trifluoromethyl)pyrimidine (2.83 g).

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=9/1)

출처 및 근거

ORD 기록
ord-456c051eee1c446ea8710e55bc88f3cb
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08367702B2

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