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

HRID 384455

反応式

HRID 384455 の反応式
[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

参加物

6

反応物 4

HCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 5622124-Benzyloxy-1-butanolHCID 178516143HCID 178516143、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-456c051eee1c446ea8710e55bc88f3cb
出典データセット
uspto-grants-2013_02
特許番号
US08367702B2

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