Methylamine → 1-(4-Bromophenyl)-2-methylaminoethanol

반응식

[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:10][O:9]2)=[CH:4][CH:3]=1.[CH3:11][NH2:12]>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:9])[CH2:10][NH:12][CH3:11])=[CH:4][CH:3]=1

참가 물질

반응물 2

HCID 6329Methylamine

HCID 1194602-(4-Bromophenyl)oxirane

생성물 1

HCID 219434331-(4-Bromophenyl)-2-methylaminoethanol

실험 절차

A solution of 2-(4-bromophenyl)-oxirane (0.5 g, 2.51 mmol) in methylamine (6.6 ml, 33% by volume in ethanol, 25.12 mmol) was stirred at room temperature under an atmosphere of nitrogen. After 18 hours the solvent was removed in vacuo and the residue was purified over flash silica eluting with dichloromethane: methanol:acetic acid:water (120:15:3:2) to afford the desired compound as the acetic acid salt. Further purification over a Phenomenex_Strata_SCX column eluting with methanol followed by 2N ammonia in methanol gave the desired product. LC/MS: (PS-B3) Rt 2.52 [M+H]+ 230.

후처리

customAfter 18 hours the solvent was removed in vacuo
customthe residue was purified over flash silica eluting with dichloromethane: methanol:acetic acid:water (120:15:3:2)

출처 및 근거

ORD 기록: ord-8373886837454c999b407ed5e97eee32
출처 데이터셋: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US09283226B2

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