Bromide ion → 1-(3,5-Di-tert-butyl-4-hydroxyphenyl)-2-[(pyridin-2-ylmethyl)amino]ethanone hydrobromide

HRID 249708

反応式

HRID 249708 の反応式
[NH2:1][CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=1.C[Si](C)(C)N[Si](C)(C)C.[Li].[Br:19][CH2:20][C:21]([C:23]1[CH:28]=[C:27]([C:29]([CH3:32])([CH3:31])[CH3:30])[C:26]([OH:33])=[C:25]([C:34]([CH3:37])([CH3:36])[CH3:35])[CH:24]=1)=[O:22].[Br-]>C1COCC1>[BrH:19].[C:29]([C:27]1[CH:28]=[C:23]([C:21](=[O:22])[CH2:20][NH:1][CH2:2][C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=2)[CH:24]=[C:25]([C:34]([CH3:37])([CH3:36])[CH3:35])[C:26]=1[OH:33])([CH3:32])([CH3:30])[CH3:31]

参加物

6

反応物 4

HCID 259Bromide ionHCID 195092-PyridinemethanamineHCID 6161612-Bromo-1-[3,5-di(tert-butyl)-4-hydroxyphenyl]ethan-1-oneHCID 57426343Lithium bis(trimethylsilyl)amide

生成物 1

HCID 866329581-(3,5-Di-tert-butyl-4-hydroxyphenyl)-2-[(pyridin-2-ylmethyl)amino]ethanone hydrobromide収率 48.8%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

2-(Aminomethyl)pyridine (100 mg) was initially introduced in absolute THF (12 ml) and treated with lithium hexamethyldisilazane solution (1.01 ml, 1 M in THF) at RT with stirring and under argon. After 30 min, 2-bromo-1-(3,5-di-tert-butyl-4-hydroxyphenyl)ethanone (0.5 eq., 151 mg, dissolved in 1.5 ml absolute THF) was added dropwise. For completion of the reaction, the remaining amount of bromide (151 mg) was added and after 2 hours the precipitate formed was filtered off with suction and dried. The 98 mg of the title compound obtained are contaminated with small amounts of THF which, however, do not interfere with the further reaction.

後処理

  1. customFor completion of the reaction
  2. customformed
  3. filtrationwas filtered off with suction
  4. customdried

出典と根拠

ORDレコード
ord-95d0713d57cf489f97dd908458377bb5
出典データセット
uspto-grants-2011_01
特許番号
US07863269B2

関連ノート

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