Ammonium Hydroxide → 6-Isopropylpyridine-2,4-diol

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[OH:1][C:2]1[CH:7]=[C:6]([CH:8]([CH3:10])[CH3:9])[O:5][C:4](=O)[CH:3]=1.[NH4+:12].[OH-]>>[OH:1][C:2]1[CH:7]=[C:6]([CH:8]([CH3:10])[CH3:9])[NH:12][C:4](=[O:5])[CH:3]=1

참가 물질

반응물 2

HCID 14923Ammonium Hydroxide

HCID 546868844-hydroxy-6-(propan-2-yl)-2H-pyran-2-one

생성물 1

HCID 546965906-Isopropylpyridine-2,4-diol

반응 조건

온도: 100 °C

실험 절차

A mixture of 4-hydroxy-6-isopropyl-pyran-2-one (4.82 g, 31.3 mmol) in conc. NH4OH (15 mL) is stirred at 100° C. in a sealed tube for 4 h. The solution is then transferred to a recovery flask and concentrated in vacuo. Toluene is used to azeotropically remove any remaining water. 4-Hydroxy-6-isopropyl-1H-pyridin-2-one is obtained as a tan powder. 1H NMR (DMSO-d6, 300 MHz) δ 10.96 (br s, 1H), 10.36 (br s, 1H), 5.59 (d, J=2.1 Hz, 1H), 5.33 (d, J=2.1 Hz, 1H), 2.64 (sept, J=6.9 Hz, 1H), 1.11 (d, J=6.9 Hz, 6H) ppm.

후처리

customThe solution is then transferred to a recovery flask
concentrationconcentrated in vacuo
customto azeotropically remove any remaining water

출처 및 근거

ORD 기록: ord-52729383641b45839715f53c79023aae
출처 데이터셋: uspto-grants-2007_11
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US07300945B2

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