Benzyl Bromide → Phenylmethyl 3-{2-[(2,6-dibromo-4-methylphenyl)methylidene]hydrazino}benzoate

HRID 549518ノート

反応式

HRID 549518 の反応式
C(=O)([O-])[O-].[K+].[K+].[Br:7][C:8]1[CH:13]=[C:12]([CH3:14])[CH:11]=[C:10]([Br:15])[C:9]=1[CH:16]=[N:17][NH:18][C:19]1[CH:20]=[C:21]([CH:25]=[CH:26][CH:27]=1)[C:22]([OH:24])=[O:23].[CH2:28](Br)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>CN(C=O)C>[Br:7][C:8]1[CH:13]=[C:12]([CH3:14])[CH:11]=[C:10]([Br:15])[C:9]=1[CH:16]=[N:17][NH:18][C:19]1[CH:20]=[C:21]([CH:25]=[CH:26][CH:27]=1)[C:22]([O:24][CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=[O:23]

参加物

5

反応物 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 671571683-{2-[(2,6-Dibromo-4-methylphenyl)methylidene]hydrazino}benzoic acid

生成物 1

HCID 67157526Phenylmethyl 3-{2-[(2,6-dibromo-4-methylphenyl)methylidene]hydrazino}benzoate収率 103.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Potassium carbonate (7.41 g, 53.61 mmol) was added to a solution of 3-{2-[(2,6-dibromo-4-methylphenyl)methylidene]hydrazino}benzoic acid (19.4 g, 44.65 mmol) in dry DMF (200 mL). Benzyl bromide (5.42 mL, 45.6 mmol) was then added and the mixture stirred at room temperature for 15 hours and then partitioned between ethyl acetate (500 mL) and water (500 mL). The organic phase was separated, combined with a second ethyl acetate extract (300 mL), washed successively with water (4×500 mL) and brine (300 mL), dried over anhydrous sodium sulphate, evaporated and further dried under vacuum to give the title compound (23.2 g).

後処理

  1. custompartitioned between ethyl acetate (500 mL) and water (500 mL)
  2. customThe organic phase was separated
  3. extractionextract (300 mL)
  4. washwashed successively with water (4×500 mL) and brine (300 mL)
  5. dry with materialdried over anhydrous sodium sulphate
  6. customevaporated
  7. customfurther dried under vacuum

出典と根拠

ORDレコード
ord-421ea38146ad4c4ba4af3185f1403899
出典データセット
uspto-grants-2011_05
特許番号
US07943651B2

反応ノート

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