Potassium Carbonate → HCID 71113254, 화합물

HRID 332702노트

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HRID 332702 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

HCID 71113254HCID 71113254, 화합물수율 48.1%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

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온도
80 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-0f406d5fed30480a8d965ce4291dda68
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08877774B2

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