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

HRID 549518노트

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HRID 549518 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-421ea38146ad4c4ba4af3185f1403899
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07943651B2

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