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

HRID 1541

反応式

HRID 1541 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-c88884b2244548bda021d31a20f133fd
出典データセット
uspto-grants-1998_03
特許番号
US05726165

関連ノート

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