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Water → 3-chloro-2H-pyridine-1-carboxylic acid phenyl ester

HRID 1728187
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HRID 1728187 반응식
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=1.[BH4-].[Na+].Cl[C:11]([O:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:12].O>CO>[C:14]1([O:13][C:11]([N:4]2[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH2:3]2)=[O:12])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1
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참가 물질

6

반응물 4

HCID 962WaterHCID 122873-ChloropyridineHCID 15891Phenyl chloroformateHCID 4311764Sodium borohydride

생성물 1

HCID 575659013-chloro-2H-pyridine-1-carboxylic acid phenyl ester수율 67%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 3-chloro-pyridine (6.0 g, 53 mmol) in methanol (50 mL) was added NaBH4 (2.6 g, 69 mmol) at −78° C., following addition of phenyl chloroformate (8.3 g, 53 mmol) at same temperature. The mixture was stirred at r.t. for 0.5 h. Then water (200 mL) was added slowly into the solution. The precipitate was collected by filtration to give crude product (Yield: 8.2 g, 67%).

후처리

  1. filtrationThe precipitate was collected by filtration

출처 및 근거

ORD 기록
ord-16229c5392284f3aacb86bc065ad97e2
출처 데이터셋
uspto-grants-2009_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07495007B2

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