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

HRID 1509645ノート

反応式

HRID 1509645 の反応式
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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 260Hydrogen Bromide溶媒HCID 962Water溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-f387118786994a54bcdf93a664cf640f
出典データセット
uspto-grants-2015_12
特許番号
US09224963B2

反応ノート

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