Benzyl Bromide → (S)-N-Benzyl-1(4-benzyloxyphenoxy)-3-[N-2-(4-hydroxyphenyl)ethylamino]propan-2-ol

HRID 1541

반응식

HRID 1541 반응식
[CH2:1]([O:8][C:9]1[CH:29]=[CH:28][C:12]([O:13][CH2:14][C@@H:15]([OH:27])[CH2:16][NH:17][CH2:18][CH2:19][C:20]2[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:30](Br)[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1.C(=O)([O-])[O-].[Na+].[Na+]>CN(C)C=O>[CH2:30]([N:17]([CH2:16][C@H:15]([OH:27])[CH2:14][O:13][C:12]1[CH:28]=[CH:29][C:9]([O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[CH:10][CH:11]=1)[CH2:18][CH2:19][C:20]1[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=1)[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1

참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 10340Sodium CarbonateHCID 9908577(S)-1-(4-Benzyloxyphenoxy)-3-[N-2-(4-hydroxyphenyl)ethylamino]propan-2-ol

생성물 1

HCID 22883068(S)-N-Benzyl-1(4-benzyloxyphenoxy)-3-[N-2-(4-hydroxyphenyl)ethylamino]propan-2-ol

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of (S)-1-(4-benzyloxyphenoxy)-3-[N-2-(4-hydroxyphenyl)ethylamino]propan-2-ol (1.9 g, 4.8 mMol) and benzyl bromide (0.57 ml, 4.8 mMol) in dimethylformamide (10 ml) containing sodium carbonate (770 mg, 7.2 mMol) was stirred at room temperature for 18 hours. The mixture was filtered and the residue was washed with ethyl acetate. The filtrates were combined, washed with water and brine, dried and evaporated. Purification of the residue by flash chromatography (silica gel, 50% ethyl acetate in hexane) gave the title compound.

후처리

  1. filtrationThe mixture was filtered
  2. washthe residue was washed with ethyl acetate
  3. washwashed with water and brine
  4. customdried
  5. customevaporated
  6. customPurification of the residue by flash chromatography (silica gel, 50% ethyl acetate in hexane)

출처 및 근거

ORD 기록
ord-c88884b2244548bda021d31a20f133fd
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05726165

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