Water → Ethyl 3-(3-((dimethylamino)methyl)-4-hydroxyphenyl)-2-methylpropanoate

HRID 2069649

反応式

HRID 2069649 の反応式
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH:9]([CH3:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[CH3:23][N+:24](=[CH2:26])[CH3:25].O>C1(C)C=CC=CC=1>[CH3:23][N:24]([CH2:26][C:7]1[CH:6]=[C:5]([CH2:8][CH:9]([CH3:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:4]=[CH:3][C:2]=1[OH:1])[CH3:25]

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 2724133Dimethyl(methylene)ammounium iodideHCID 20748401Ethyl 3-(4-hydroxyphenyl)-2-methylpropanoate

生成物 1

HCID 58566359Ethyl 3-(3-((dimethylamino)methyl)-4-hydroxyphenyl)-2-methylpropanoate

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

To a solution of ethyl 3-(4-hydroxyphenyl)-2-methylpropanoate (672) (150 mg, 0.72 mmol), potassium carbonate (149.3 mg, 1.08 mmol) in toluene (7 mL) was added N,N-dimethylmethylideneammonium iodide (173.2 mg, 0.94 mmol) and stirred for 72 hours. Water was added and the reaction was extracted with ethyl acetate and the combined organic layers dried over sodium sulfate, filtered and concentrated in vacuo. The crude compound was purified by flash column chromatography on silica gel with hexanes and EtOAc (50%) to give ethyl 3-(3-((dimethylamino)methyl)-4-hydroxyphenyl)-2-methylpropanoate (673).

後処理

  1. extractionthe reaction was extracted with ethyl acetate
  2. dry with materialthe combined organic layers dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customThe crude compound was purified by flash column chromatography on silica gel with hexanes and EtOAc (50%)

出典と根拠

ORDレコード
ord-55b40d05f526476c96ff91308bcd18d4
出典データセット
uspto-grants-2012_10
特許番号
US08299117B2

関連ノート

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