4-Bromophenol → 4-(Methoxymethoxy)phenylboronic acid

HRID 2307583노트

반응식

Br[C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[H-].[Na+].[CH3:11][O:12][CH2:13]Cl.C([Li])CCC.[B:20](OC(C)C)([O:25]C(C)C)[O:21]C(C)C>>[CH3:11][O:12][CH2:13][O:8][C:5]1[CH:6]=[CH:7][C:2]([B:20]([OH:25])[OH:21])=[CH:3][CH:4]=1

참가 물질

반응물 5

HCID 78084-Bromophenol

HCID 7864Chloromethyl Methyl Ether

HCID 21531Triisopropyl borate

HCID 24758Sodium hydride

HCID 178418339Butyllithium

생성물 1

HCID 27625284-(Methoxymethoxy)phenylboronic acid

실험 절차

In a manner similar to that of Example 1(g), by reaction of 10 g (57.8 mmol) of 4-bromophenol with 2.55 g (63.6 mmol) of 60% sodium hydride and 4.83 mL (63.6 mmol) of methoxymethyl chloride, followed by 25.4 mL (63.6 mmol) of 2.5M butyllithium solution and 15 mL (65 mmol) of triisopropyl borate, a brown solid is obtained (m.p.=65° C., m=6.2 g; Y=7.3%).

후처리

customa brown solid is obtained (m.p.=65° C., m=6.2 g; Y=7.3%)

출처 및 근거

ORD 기록: ord-4fec0d2787644a47afeb21476b5d2af5
출처 데이터셋: uspto-grants-2004_12
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US06831106B1

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