Sodium Bicarbonate → HCID 58081223、化合物

HRID 928433ノート

反応式

HRID 928433 の反応式
[CH3:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[C:7]([CH:12]=[O:13])[CH:8]=[N:9]2)=[CH:4][CH:3]=1.[Li+].[BH4-].C([O-])(O)=O.[Na+]>C1COCC1>[CH3:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[C:7]([CH2:12][OH:13])[CH:8]=[N:9]2)=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 516892Sodium BicarbonateHCID 4148881Lithium borohydrideHCID 128710747-Methylquinoline-3-carbaldehyde

生成物 1

HCID 58081223HCID 58081223、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

To a solution of 7-methyl-3-quinoline carboxaldehyde (200 mg, 1.168 mmol) in THF (4.5 ml) was added 2M LiBH4 solution in THF (2.337 ml, 4.67 mmol) at 0° C. Reaction mixture was stirred at 0° C. for 2 h, then slowly poured into NaHCO3 sat. solution and extracted twice with ethyl acetate. Organic layer was dried over sodium sulfate, filtered and evaporated to afford the crude material, which was purified by silica gel chromatography (cyclohexane/ethyl acetate form 100/0 to 0/100) to afford the title compound. HPLC (Method G) Rt=0.68 min, MS (Method V) [M+H]+=174.2.

後処理

  1. customReaction mixture
  2. extractionextracted twice with ethyl acetate
  3. dry with materialOrganic layer was dried over sodium sulfate
  4. filtrationfiltered
  5. customevaporated
  6. customto afford the crude material, which
  7. customwas purified by silica gel chromatography (cyclohexane/ethyl acetate form 100/0 to 0/100)

出典と根拠

ORDレコード
ord-a43f647e869149aaa23a05e18bf87b9d
出典データセット
uspto-grants-2016_03
特許番号
US09290485B2

反応ノート

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