Potassium Carbonate → 3-(3,5-Dimethyl-1H-pyrazol-1-yl)phenol

HRID 1509645노트

반응식

HRID 1509645 반응식
C[O:2][C:3]1[CH:4]=[C:5]([N:9]2[C:13]([CH3:14])=[CH:12][C:11]([CH3:15])=[N:10]2)[CH:6]=[CH:7][CH:8]=1.C([O-])([O-])=O.[K+].[K+]>Br.O>[CH3:15][C:11]1[CH:12]=[C:13]([CH3:14])[N:9]([C:5]2[CH:4]=[C:3]([OH:2])[CH:8]=[CH:7][CH:6]=2)[N:10]=1

참가 물질

5

반응물 2

HCID 11430Potassium CarbonateHCID 392404991-(3-Methoxyphenyl)-3,5-dimethyl-1H-pyrazole

생성물 1

HCID 545258513-(3,5-Dimethyl-1H-pyrazol-1-yl)phenol수율 96%

시약·촉매·용매 2

HCID 260Hydrogen Bromide용매HCID 962Water용매

실험 절차

A solution of 1-(3-methoxyphenyl)-3,5-dimethyl-1H-pyrazole 1 (7.10 g, 35.11 mmol) in hydrogen bromide acid (45 mL, 48%) refluxed (110-120° C.) for 19 hours under a nitrogen atmosphere. Then the mixture was cooled to ambient temperature and neutralized with a solution of K2CO3 in water until there was no gas to generate. Then the precipitate was filtered off and washed with water several times. The collected solid was dried in air under reduced pressure to afford the product as a brown solid (6.33 g in 96% yield). 1H NMR (DMSO-d6, 400 MHz): δ 2.16 (s, 3H), 2.28 (s, 3H), 6.04 (s, 1H), 6.75-6.77 (m, 1H), 6.86-6.89 (m, 2H), 7.26 (t, J=8.0 Hz, 1H), 9.73 (s, 1H). 13C NMR (DMSO-d6, 100 MHz): δ 12.29, 13.30, 107.07, 111.10, 113.94, 114.43, 129.71, 138.95, 140.70, 147.57, 157.84.

후처리

  1. filtrationThen the precipitate was filtered off
  2. washwashed with water several times
  3. customThe collected solid was dried in air under reduced pressure

출처 및 근거

ORD 기록
ord-f387118786994a54bcdf93a664cf640f
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09224963B2

반응 노트

불러오는 중…