Hydrogen Peroxide → 4-Chloro-3,5-difluoroaniline

HRID 1734964노트

반응식

HRID 1734964 반응식
[Cl:1][C:2]1[C:7]([F:8])=[CH:6][C:5](O)=[CH:4][C:3]=1[F:10].BrC1C=C(F)C(Cl)=C(F)C=1.C(OO)(C)(C)C.OO.ClC1C(F)=CC=CC=1F.FC1C=CC=C(F)C=1[NH2:41]>Cl>[Cl:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([NH2:41])=[CH:4][C:3]=1[F:10]

참가 물질

8

반응물 6

HCID 784Hydrogen PeroxideHCID 6410tert-Butyl hydroperoxideHCID 796472,6-DifluoroanilineHCID 142257Benzene, 2-chloro-1,3-difluoro-HCID 27732585-Bromo-2-chloro-1,3-difluorobenzeneHCID 194366204-Chloro-3,5-difluorophenol2회

생성물 1

HCID 194366214-Chloro-3,5-difluoroaniline

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

실험 절차

Compound (250) can be prepared in the same manner as in Preparation Example 240, except for replacing compound (P102) with 4-chloro-3,5-difluorophenol. The 4-chloro-3,5-difluorophenol can be prepared by reacting a Grignard reagent prepared from 1-bromo-4-chloro-3,5-difluorobenzene with t-butyl hydroperoxide or converting the same Grignard reagent to a boric ester, and oxidizing the product with hydrogen peroxide under a basic condition. It is also prepared by nitrating 2-chloro-1,3-difluorobenzene (obtainable by decomposing a diazonium salt of 2,6-difluoroaniline in the presence of cuprous chloride or in hydrochloric acid), reducing the nitro-compound to obtain 4-chloro-3,5-difluoroaniline, and decomposing its diazonium salt in sulfuric acid.

출처 및 근거

ORD 기록
ord-d71c77b4c00b4deeb094896b4bcc8537
출처 데이터셋
uspto-grants-1996_07
특허 번호
US05536443

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