4-Methylmorpholine → (2-(Trifluoromethyl)pyrimidin-5-yl)methanol

HRID 2062127ノート

反応式

HRID 2062127 の反応式
[F:1][C:2]([F:13])([F:12])[C:3]1[N:8]=[CH:7][C:6]([C:9](O)=[O:10])=[CH:5][N:4]=1.CN1CCOCC1.C(OC(Cl)=O)C(C)C.[BH4-].[Na+].[Na].C(C(C(C([O-])=O)O)O)([O-])=O.[K+].[K+]>C(OCC)C>[F:13][C:2]([F:1])([F:12])[C:3]1[N:4]=[CH:5][C:6]([CH2:9][OH:10])=[CH:7][N:8]=1

参加物

8

反応物 6

HCID 79724-MethylmorpholineHCID 62365Isobutyl chloroformateHCID 4311764Sodium borohydrideHCID 5360545SodiumHCID 6100505Dipotassium 2,3-dihydroxybutanedioateHCID 105838892-(trifluoromethyl)pyrimidine-5-carboxylic Acid

生成物 1

HCID 24903629(2-(Trifluoromethyl)pyrimidin-5-yl)methanol収率 48.5%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

To 0.2 g of 2-trifluoromethyl-pyrimidine-5-carboxylic acid 2 mL of diethyl ether were added, and the solution was cooled in ice-water bath to 0° C. Then 0.126 mL of N-methylmorpholine were added, followed by 0.135 mL of isobutyl-chloroformate. The reaction was left stirring for one hour at room temperature. The yellow solid formed was filtered and washed with diethyl ether. To the filtrate, 0.115 g (3.12 mmol) of sodium borohydride was then added at 0° C. and left stirring at that temperature for one hour. 5 mL of a saturated aqueous solution of sodium and potassium tartrate were then added and the mixture was extracted twice with ethyl acetate, dried with magnesium sulphate, filtered and concentrated to afford 0.09 g of (2-Trifluoromethyl-pyrimidin-5-yl)-methanol as an oil, which was used without further purification.

後処理

  1. waitThe reaction was left
  2. customThe yellow solid formed
  3. filtrationwas filtered
  4. washwashed with diethyl ether
  5. waitleft
  6. stirringstirring at that temperature for one hour
  7. extractionthe mixture was extracted twice with ethyl acetate
  8. dry with materialdried with magnesium sulphate
  9. filtrationfiltered
  10. concentrationconcentrated

出典と根拠

ORDレコード
ord-93b156c8940c4e84aa1f2ce0b2adbd42
出典データセット
uspto-grants-2012_10
特許番号
US08283479B2

反応ノート

読み込み中…