Potassium Carbonate → Ethoxymethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

HRID 38027

반응식

HRID 38027 반응식
[CH3:1][C:2]1([CH3:18])[C:6]([CH3:8])([CH3:7])[O:5][B:4]([C:9]2[CH:17]=[CH:16][C:12]([C:13]([OH:15])=[O:14])=[CH:11][CH:10]=2)[O:3]1.C(=O)([O-])[O-].[K+].[K+].[CH2:25]([O:27][CH2:28]Cl)[CH3:26]>C(#N)C>[CH3:8][C:6]1([CH3:7])[C:2]([CH3:18])([CH3:1])[O:3][B:4]([C:9]2[CH:17]=[CH:16][C:12]([C:13]([O:15][CH2:28][O:27][CH2:25][CH3:26])=[O:14])=[CH:11][CH:10]=2)[O:5]1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 18523Chloromethyl ethyl etherHCID 27346214-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid

생성물 1

HCID 66959650Ethoxymethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate수율 84%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
65 °C

실험 절차

4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid (0.50 g, 2.02 mmol) was dissolved in 20 mls of dry acetonitrile. To this solution was added powdered potassium carbonate (0.42 g, 3.02 mmol) followed by chloromethyl ethyl ether (0.24 mls, 2.42 mmol). This mixture was warmed to 65° C. for 2 hours, then allowed to cool to room temperature, filtered and the filtrate concentrated to give ethoxymethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate as a solid (84%). This material was taken onto the next step without further purification.

후처리

  1. temperatureto cool to room temperature
  2. filtrationfiltered
  3. concentrationthe filtrate concentrated

출처 및 근거

ORD 기록
ord-95a9a672e4e74bd9b0b2f18826c1a00a
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524702B2

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