Benzyl Bromide → Benzyl 2-(3-methoxymethoxycarbonylnaphthalen-2-yl)benzoate

HRID 277976

反応式

HRID 277976 の反応式
[CH2:1](Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH3:15][O:16][CH2:17][O:18][C:19]([C:21]1[C:22]([C:31]2[CH:39]=[CH:38][CH:37]=[CH:36][C:32]=2[C:33]([OH:35])=[O:34])=[CH:23][C:24]2[C:29]([CH:30]=1)=[CH:28][CH:27]=[CH:26][CH:25]=2)=[O:20].FC(F)(F)S(OC1C(C(OCOC)=O)=CC2C(=CC=CC=2)C=1)(=O)=O>CN(C)C=O.O>[CH3:15][O:16][CH2:17][O:18][C:19]([C:21]1[C:22]([C:31]2[CH:39]=[CH:38][CH:37]=[CH:36][C:32]=2[C:33]([O:35][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[O:34])=[CH:23][C:24]2[C:29]([CH:30]=1)=[CH:28][CH:27]=[CH:26][CH:25]=2)=[O:20]

参加物

7

実験手順

Benzyl bromide (160 μl) and potassium carbonate (202 mg) were added to a solution of 2-(3-(methoxymethoxycarbonyl)naphthalen-2-yl)benzoic acid (410 mg) which was prepared by the same procedure as a series of reaction of Reference Example 4→Reference Example 5 using methoxymethyl 2-trifluoromethylsulfonyloxy-3-naphthalenecarboxylate, in dimethylformamid (5 ml). The mixture was stirred for 22 hours at room temperature. Water was added to the reaction mixture, and the solution was extracted with ethyl acetate. The extract was washed with water and a saturated aqueous solution of sodium chloride, successively, dried over anhydrous sodium sulfate and concentrated. The residue was purified by column chromatography on silica gel (hexane:ethyl acetate=8:2) to give the title compound (498 mg) having the following physical data.

後処理

  1. extractionthe solution was extracted with ethyl acetate
  2. washThe extract was washed with water
  3. dry with materiala saturated aqueous solution of sodium chloride, successively, dried over anhydrous sodium sulfate
  4. concentrationconcentrated
  5. customThe residue was purified by column chromatography on silica gel (hexane:ethyl acetate=8:2)

出典と根拠

ORDレコード
ord-fb38f4e051b74180a1a2d7e593c54025
出典データセット
uspto-grants-2002_03
特許番号
US06358960B1

関連ノート

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