3,5-Dimethylbenzyl bromide → HCID 54407387、化合物

HRID 842935

反応式

HRID 842935 の反応式
[CH2:1]([NH:4][C:5](=[O:17])[C:6]1[CH:11]=[CH:10][C:9]([O:12][C:13]([F:16])([F:15])[F:14])=[CH:8][CH:7]=1)[CH:2]=[CH2:3].CC1C=C(C=C(C)C=1)CBr>C1(C)C=CC=CC=1>[CH:1]([NH:4][C:5](=[O:17])[C:6]1[CH:7]=[CH:8][C:9]([O:12][C:13]([F:15])([F:16])[F:14])=[CH:10][CH:11]=1)=[CH:2][CH3:3]

参加物

4

反応物 2

HCID 1413343,5-Dimethylbenzyl bromideHCID 22616308HCID 22616308、化合物

生成物 1

HCID 54407387HCID 54407387、化合物収率 65%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

Compound 11 (100 mg, 0.57 mmol) was combined with 3,5-dimethylbenzyl bromide (0.57 mmol) and heated in toluene to 100° C. for 2 hours. The resulting mixture was cooled and washed with aqueous sodium bicarbonate and extracted with methylene chloride. The organic extract was dried (sodium sulfate), filtered, and purified by silica gel chromatography (methylene chloride, methanol) to yield 12 (example 21) (65%). 1H NMR (400 MHz, CDCl3) δ8.57 (d, J=8.0 Hz, 1 H, Ar), 7.13 (dd, J=2.8, 9.2 Hz, 1 H, Ar), 6.99 (d, J=7.2 Hz, 1 H, Ar), 6.89 (s, 3 H, Ar), 6.85 (d, J=2.8 Hz, 1 H, Ar), 6.42 (d, J=7.2 Hz, 1 H, Ar), 5.36 (s, 2 H, CH2), 3.90 (s, 3 H, CH3O), 2.24 (s, 6 H, CH3); M/Z (ESI+) 293 ([M+H]+).

後処理

  1. temperatureThe resulting mixture was cooled
  2. washwashed with aqueous sodium bicarbonate
  3. extractionextracted with methylene chloride
  4. extractionThe organic extract
  5. dry with materialwas dried (sodium sulfate)
  6. filtrationfiltered
  7. custompurified by silica gel chromatography (methylene chloride, methanol)

出典と根拠

ORDレコード
ord-555db30bd7194e9394527049c5d52385
出典データセット
uspto-grants-2002_04
特許番号
US06376530B1

関連ノート

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