Formic Acid → N-(5-Chloro-2-phenoxy-phenyl)-formamide

HRID 449130

반응식

HRID 449130 반응식
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[O:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[CH:16](O)=[O:17].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CCN(C(C)C)C(C)C.C([O-])(O)=O.[Na+]>C(Cl)Cl>[Cl:8][C:6]1[CH:5]=[CH:4][C:3]([O:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[C:2]([NH:1][CH:16]=[O:17])[CH:7]=1

참가 물질

7

반응물 5

HCID 284Formic AcidHCID 667385-Chloro-2-phenoxyanilineHCID 81531DiisopropylethylamineHCID 516892Sodium BicarbonateHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate

생성물 1

HCID 12290068N-(5-Chloro-2-phenoxy-phenyl)-formamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture of 1-amino-5-chloro-2-phenoxybenzene (1.00 g, 4.55 mmol), formic acid (0.34 mL, 9.10 mmol), TBTU (1.46 g, 4.55 mmol), DIEA (2.38 mL, 13.6 mmol) and DCM (20 mL) was stirred at rt for 2 h. The solution was transferred to a separatory funnel, 20 mL of sat. aq. NaHCO3 solution was added and the mixture was extracted DCM. The organics were combined and dried (Na2SO4). Solvent was removed under reduced pressure to give a crude residue which was purified via flash chromatography, eluting with 5% EtOAc in hexanes.

후처리

  1. customThe solution was transferred to a separatory funnel
  2. extractionthe mixture was extracted DCM
  3. dry with materialdried (Na2SO4)
  4. customSolvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-e8058ec2bec9481493262bcce1b83675
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08481733B2

연결된 노트

불러오는 중…