Methyl4,6-dichloronicotinate → (4,6-Dichloropyridin-3-yl)methanol

HRID 605556노트

반응식

HRID 605556 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl-].[Al+3].[Cl-].[Cl-].[Cl:11][C:12]1[C:17]([C:18](OC)=[O:19])=[CH:16][N:15]=[C:14]([Cl:22])[CH:13]=1>CCOCC>[Cl:11][C:12]1[CH:13]=[C:14]([Cl:22])[N:15]=[CH:16][C:17]=1[CH2:18][OH:19]

참가 물질

5

반응물 3

HCID 2764083Methyl4,6-dichloronicotinateHCID 6451240Aluminum(III) ChlorideHCID 21226445Aluminium lithium hydride

생성물 1

HCID 2762727(4,6-Dichloropyridin-3-yl)methanol수율 43%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

To lithium aluminum hydride (2.4 g, 64 mmol) and aluminum chloride (17 g, 128 mmol) in Et2O (200 mL) at 0° C. was added a solution of methyl 4,6-dichloronicotinate (13.1 g, 64 mmol) in Et2O (100 mL) dropwise with stirring. The resulting solution was heated at reflux for one hour. The reaction mixture was quenched with 100 mL of H2O/ice. The resulting solution was extracted with EtOAc (2×500 mL). The organic layers were combined, dried over Na2SO4 and concentrated in vacuo to afford 4.5 g (43%) of (4,6-dichloropyridin-3-yl)methanol.

후처리

  1. temperatureThe resulting solution was heated
  2. temperatureat reflux for one hour
  3. customThe reaction mixture was quenched with 100 mL of H2O/ice
  4. extractionThe resulting solution was extracted with EtOAc (2×500 mL)
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-8927e81c33414ec58e8f39a8ce17d2e5
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07915253B2

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