Benzene → 2-[2-(4-Methoxycarbonylmethylphenoxy)-1-methylethyl]amino-1-(3-bromophenyl)ethanol

HRID 1682726노트

반응식

HRID 1682726 반응식
[NH2:1][CH2:2][CH:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([Br:11])[CH:6]=1)[OH:4].O=[C:13]([CH3:27])[CH2:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22][C:23]([O:25][CH3:26])=[O:24])=[CH:18][CH:17]=1.C1C=CC=CC=1.C([BH3-])#N.[Na+]>CO>[CH3:26][O:25][C:23]([CH2:22][C:19]1[CH:18]=[CH:17][C:16]([O:15][CH2:14][CH:13]([NH:1][CH2:2][CH:3]([C:5]2[CH:10]=[CH:9][CH:8]=[C:7]([Br:11])[CH:6]=2)[OH:4])[CH3:27])=[CH:21][CH:20]=1)=[O:24]

참가 물질

6

반응물 4

HCID 241BenzeneHCID 5003444Sodium cyanoborohydrideHCID 21832178Methyl 4-(2-oxopropoxy)phenylacetateHCID 220210672-Amino-1-(3-bromophenyl)ethan-1-ol

생성물 1

HCID 538464862-[2-(4-Methoxycarbonylmethylphenoxy)-1-methylethyl]amino-1-(3-bromophenyl)ethanol수율 56.8%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Following a procedure similar to that described in Example 3, but using 3.0 g of 2-amino-1-(3-bromophenyl)ethanol (prepared as described in Preparation 41), 3.67 g of methyl 4-(2-oxopropoxy)phenylacetate (prepared as described in Preparation 3), 80 ml of benzene, 60 ml of absolute methanol and 3.1 g of sodium cyanoborohydride, and then purifying the reaction product by column chromatography through silica gel, using ethyl acetate as the eluent, 3.33 g of the title compound were obtained having an Rf=0.25 (thin layer chromatography over silica gel, using ethyl acetate as the developing solvent).

후처리

  1. custompurifying the reaction product by column chromatography through silica gel

출처 및 근거

ORD 기록
ord-588ff5745cbb46829d703ae630ec95f2
출처 데이터셋
uspto-grants-1997_06
특허 번호
US05635534

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