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Lithium Hydroxide → HCID 86710327, 화합물

HRID 1398324
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HRID 1398324 반응식
[Cl:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([C:9]2[C:14]([C:15]([O:17]C)=[O:16])=[CH:13][N:12]=[CH:11][CH:10]=2)=[C:4]([F:19])[CH:3]=1.[Li+].[OH-]>O.C1COCC1>[Cl:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([C:9]2[C:14]([C:15]([OH:17])=[O:16])=[CH:13][N:12]=[CH:11][CH:10]=2)=[C:4]([F:19])[CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 3939Lithium HydroxideHCID 86710328HCID 86710328, 화합물

생성물 1

HCID 86710327HCID 86710327, 화합물수율 38.4%

시약·촉매·용매 1

HCID 21881883Oxolane--water (1/1)용매

실험 절차

To a solution of methyl 4-(4-chloro-2,5-difluorophenyl)nicotinate (400 mg, 1.41 mmol) in water:THF (1:1, 8 mL) was added LiOH (67.5 mg, 2.82 mmol) and the reaction mixture was stirred at room temperature for 4 h. The reaction mixture was quenched with water (5 mL) and washed with ethyl acetate (2×5 mL). The aqueous layer was separated and acidified with 1.5N HCl and concentrated under reduced pressure to afford 4-(4-chloro-2,5-difluorophenyl)nicotinic acid (180 mg, 0.541 mmol, 38% yield) as a solid. LC/MS (ESI) m/e 270 [(M+H)+, calcd for C12H7ClF2NO2 270]; LC/MS retention time (method B): tR=1.48 min.

후처리

  1. customThe reaction mixture was quenched with water (5 mL)
  2. washwashed with ethyl acetate (2×5 mL)
  3. customThe aqueous layer was separated
  4. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-1535160c92374b26ac8d83ee3a1630e0
출처 데이터셋
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08901305B2

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