Hydrochloric Acid → 4,6-Dichloronicotinic acid

HRID 558205노트

반응식

HRID 558205 반응식
[Cl:1][C:2]1[C:7]([C:8]([O:10]C)=[O:9])=[CH:6][N:5]=[C:4]([Cl:12])[CH:3]=1.CO.[OH-].[Na+].Cl>C1COCC1.O>[Cl:1][C:2]1[C:7]([C:8]([OH:10])=[O:9])=[CH:6][N:5]=[C:4]([Cl:12])[CH:3]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 2764083Methyl4,6-dichloronicotinate

생성물 1

HCID 8171584,6-Dichloronicotinic acid수율 69%

시약·촉매·용매 2

HCID 962Water용매2회HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of methyl 4,6-dichloronicotinate in a mixture of THF (400 ml), MeOH (100 ml) and H2O (100 ml) was added a solution of NaOH (10 g) in 40 ml H2O. The mixture was stirred for 40 min, at room temp. Then, the solvents were reduced and it was acidified with conc. HCl to a pH of about 2. It was extracted using a mixture of Et2O/EtOAc and the organic layer was dried with Na2SO4. The solvents were removed and the residue dried in vacuo to obtain the title compound as a white solid (12.3 g, 69%). Rf (CHCl3/MeOH 10:1)=0.85. 1H-NMR (300 MHz, DMSO-D6): δ=8.80 (s, 1H), 7.90 (s, 1H).

후처리

  1. extractionIt was extracted
  2. additiona mixture of Et2O/EtOAc
  3. dry with materialthe organic layer was dried with Na2SO4
  4. customThe solvents were removed
  5. customthe residue dried in vacuo

출처 및 근거

ORD 기록
ord-02eb429e518f40d4baca2a1280997167
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08063049B2

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