Diisopropylamine → 5-Cyano-2-furaldehyde

HRID 1654129

反応式

HRID 1654129 の反応式
C(NC(C)C)(C)C.[CH2:8]([Li])[CH2:9][CH2:10][CH3:11].[O:13]1C=CC=[C:14]1[C:18]#[N:19].P([O-])(O)(O)=[O:21].[K+]>CCCCCC.O1CCCC1>[CH:8]([C:9]1[O:13][C:14]([C:18]#[N:19])=[CH:11][CH:10]=1)=[O:21]

参加物

7

反応物 4

HCID 7912DiisopropylamineHCID 692452-FuronitrileHCID 516951Monobasic potassium phosphateHCID 178418339Butyllithium

生成物 1

HCID 6421395-Cyano-2-furaldehyde

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒3 回HCID 8058Hexane溶媒

実験手順

75 ml of tetrahydrofuran and 22.6 ml of diisopropylamine were cooled to -60° C. and 100 ml of 1.6M n-butyllithium in hexane were added over 25 minutes. The mixture was stirred for 1 hour and 13.02 g of 2-furancarbonitrile in 50 ml of tetrahydrofuran were added. The mixture was stirred for 40 minutes at -70° C. and 13 ml of N-dimethylformamide in 25 ml of tetrahydrofuran were added. The mixture was stirred for 2 hours at -70° C. and then poured into an aqueous potassium dihydrogen phosphate solution and extracted with isopropyl ether. The extract was dried and the solvent was evaporated to obtain after chromatography on silica (eluent: 7/3 hexane/ethyl acetate) 3.51 g of the expected product.

後処理

  1. stirringThe mixture was stirred for 40 minutes at -70° C.
  2. stirringThe mixture was stirred for 2 hours at -70° C.
  3. extractionextracted with isopropyl ether
  4. customThe extract was dried
  5. customthe solvent was evaporated

出典と根拠

ORDレコード
ord-cd0f69afc8744f378e538c4e26adb6bc
出典データセット
uspto-grants-1995_04
特許番号
US05405865

関連ノート

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