Sodium Hydroxide → (R)-4-bromo-alpha-methylbenzylamine

HRID 450971

반응식

HRID 450971 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]([NH:10]C(=O)C(F)(F)F)[CH3:9])=[CH:4][CH:3]=1.[OH-].[Na+]>CO>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]([NH2:10])[CH3:9])=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 57984669(R)-N-(1-(4-bromophenyl)ethyl)-2,2,2-trifluoroacetamide

생성물 1

HCID 853000(R)-4-bromo-alpha-methylbenzylamine수율 73%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

(R)—N-(1-(4-bromophenyl)ethyl)-2,2,2-trifluoroacetamide (20 g, 68 mmol) was dissolved in methanol (200 mL) and cooled in an ice-water bath. Then aqueous NaOH (2 M, 100 mL) was added to the above mixture. The reaction mixture was stirred overnight at ambient temperature. The reaction mixture was concentrated and then partitioned between CH2Cl2 and water. The aqueous layer was extracted with addition CH2Cl2 and the combined organic phases were dried over Na2SO4, filtered and concentrated to give (R)-1-(4-bromophenyl)ethan amine (9.8 g, 73%). 1H NMR (DMSO): 1.19 (m, 3H), 3.92 (m, 1H), 7.28 (m, 2H), 7.42 (m, 2H).

후처리

  1. temperaturecooled in an ice-water bath
  2. concentrationThe reaction mixture was concentrated
  3. custompartitioned between CH2Cl2 and water
  4. extractionThe aqueous layer was extracted with addition CH2Cl2
  5. dry with materialthe combined organic phases were dried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-82ff2e6b92cf4e8ba188ad7b1066fc3c
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08487094B2

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