1,3-Dichloro-5-(trifluoromethyl)benzene → 1-Chloro-3-cyclopropyl-5-(trifluoromethyl)benzene

반응식

Cl[C:2]1[CH:3]=[C:4]([C:9]([F:12])([F:11])[F:10])[CH:5]=[C:6]([Cl:8])[CH:7]=1.[CH:13]1(B(O)O)[CH2:15][CH2:14]1.[O-]P([O-])([O-])=O.[K+].[K+].[K+].C1(P(C2CCCCC2)C2CCCCC2)CCCCC1>CC([O-])=O.CC([O-])=O.[Pd+2]>[Cl:8][C:6]1[CH:5]=[C:4]([C:9]([F:12])([F:11])[F:10])[CH:3]=[C:2]([CH:13]2[CH2:15][CH2:14]2)[CH:7]=1

참가 물질

반응물 4

HCID 353611,3-Dichloro-5-(trifluoromethyl)benzene

HCID 62657Potassium Phosphate, Tribasic

HCID 75806Tricyclohexylphosphine

HCID 2760897Cyclopropylboronic acid

생성물 1

HCID 671109241-Chloro-3-cyclopropyl-5-(trifluoromethyl)benzene수율 87.1%

시약·촉매·용매 1

실험 절차

3,5-Dichlorobenzotrifluoride (1.10 g, 5.1 mmol) and cyclopropylboronic acid (440 mg, 5.1 mmol) were reacted using K3PO4 (3.8 g, 17.9 mmol), tricyclohexylphosphine (145 mg, 0.51 mmol), Pd(OAc)2 (60 mg, 0.27 mmol) as described in example 100 to give 1-chloro-3-cyclopropyl-5-trifluoromethyl-benzene (980 mg, 87%) after purification by flash chromatography on silica gel.

출처 및 근거

ORD 기록: ord-f35752fe12fa40f99a6f2d2e92dfff17
출처 데이터셋: uspto-grants-2014_04
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08691855B2

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