反応式
[CH2:1]([Li])CCC.C(NC(C)C)(C)C.[CH3:13][O:14][C:15]1[CH:23]=[CH:22][C:18]([C:19]([OH:21])=[O:20])=[C:17]([CH3:24])[CH:16]=1.C=O>CCCCCC.C1COCC1.O>[CH3:13][O:14][C:15]1[CH:16]=[C:17]2[C:18](=[CH:22][CH:23]=1)[C:19](=[O:21])[O:20][CH2:1][CH2:24]2参加物
実験手順
A 1.6M solution of n-butyllithium in hexane (145.9 mL) was added dropwise to a solution of diisopropylamine (33.5 mL) in dry THF (190 mL) at −78° C. The reaction mixture was then warmed to room temperature for 5 min and again cooled to −78° C., and a solution of 4-methoxy-2-methylbenzoic acid in dry THF (210 mL) was added dropwise. After stirring at this temperature for 10 min, paraformaldehyde (7 g) was added. The reaction mixture was then allowed to reach room temperature and was stirred at this temperature for 4 h. Water was added to the reaction mixture, and then the THF was removed in vacuo and the aqueous phase was extracted with diethyl ether. The aqueous phase was acidified with conc. HCl, and the resulting precipitate was filtered off and washed with water several times. The product with the molecular weight of 178.06 (C10H10O3) was obtained in this way; MS (ESI): 179 (M+H+).
後処理
- temperatureagain cooled to −78° C.
- customto reach room temperature
- stirringwas stirred at this temperature for 4 h
- customthe THF was removed in vacuo
- extractionthe aqueous phase was extracted with diethyl ether
- filtrationthe resulting precipitate was filtered off
- washwashed with water several times
- customThe product with the molecular weight of 178.06 (C10H10O3) was obtained in this way
出典と根拠
- ORDレコード
- ord-e15a35bf3666477b9f2686c170eaecf4
- 出典データセット
- uspto-grants-2013_08
- 特許番号
- US08501771B2
関連ノート
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