Potassium Carbonate → HCID 71113254、化合物

HRID 332702ノート

反応式

HRID 332702 の反応式
[OH:1][CH2:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][CH:4]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:19][CH2:20][CH2:21][CH:22]1[O:26][CH2:25][CH2:24][O:23]1>CN(C=O)C.C(OCC)(=O)C>[OH:1][CH2:2][C:3]1[CH:4]=[CH:5][C:6]([C:7]([O:9][CH2:19][CH2:20][CH2:21][CH:22]2[O:26][CH2:25][CH2:24][O:23]2)=[O:8])=[CH:10][CH:11]=1

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 763604-(Hydroxymethyl)benzoic acidHCID 3577832-(3-Bromopropyl)-1,3-dioxolane

生成物 1

HCID 71113254HCID 71113254、化合物収率 48.1%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

To a stirred solution of 4-hydroxymethylbenzoic acid (3.33 g, 21.9 mmol) in DMF (100 mL), was added potassium carbonate (5.67 g, 41.04 mmol) followed by 2-(3-bromopropyl)-1,3-dioxolane (3.0 g, 19.9 mmol). The resulting mixture was heated at 80° C. for 16 hours. The reaction mixture was diluted with ethyl acetate and washed sequentially with water and twice with brine. The organic phase was dried with anhydrous magnesium sulfate, and filtered, and the filtrate evaporated at reduced pressure. The crude material was purified by silica gel chromatography eluting with 100% iso-hexane to 100% ethyl acetate in iso-hexane to afford the title compound as a colourless oil (2.55 g, 48%).

後処理

  1. washwashed sequentially with water and twice with brine
  2. dry with materialThe organic phase was dried with anhydrous magnesium sulfate
  3. filtrationfiltered
  4. customthe filtrate evaporated at reduced pressure
  5. customThe crude material was purified by silica gel chromatography
  6. washeluting with 100% iso-hexane to 100% ethyl acetate in iso-hexane

出典と根拠

ORDレコード
ord-0f406d5fed30480a8d965ce4291dda68
出典データセット
uspto-grants-2014_11
特許番号
US08877774B2

反応ノート

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