Sodium Bicarbonate → HCID 58081223, 화합물

HRID 928433노트

반응식

HRID 928433 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 58081223HCID 58081223, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
0 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-a43f647e869149aaa23a05e18bf87b9d
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09290485B2

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