Lithium Bromide → 2-[(3-Methoxyphenyl)methylamino]ethanol

HRID 85307노트

반응식

HRID 85307 반응식
[BH4-].[Na+].[Li+].[Br-].C([O:7][C:8](=O)[CH2:9][NH:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH3:19])[CH:13]=1)C>C1COCC1>[CH3:19][O:18][C:14]1[CH:13]=[C:12]([CH2:11][NH:10][CH2:9][CH2:8][OH:7])[CH:17]=[CH:16][CH:15]=1

참가 물질

5

반응물 3

HCID 82050Lithium BromideHCID 4311764Sodium borohydrideHCID 12867068N-((3-Methoxyphenyl)methyl)glycine ethyl ester

생성물 1

HCID 47172572-[(3-Methoxyphenyl)methylamino]ethanol수율 135%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
80 °C

실험 절차

Next, NaBH4 (3.8 g, 100 mmol) and LiBr (8.7 g, 100 mmol) were added to THF (100 ml), and the mixture was stirred at 80° C. for 1 hour. To this mixture, [(3-methoxyphenyl)methylamino]acetic acid ethyl ester (7.4 g, 33.1 mmol) dissolved in THF (20 ml) was added dropwise at room temperature. The mixture was stirred at 80° C. for 5 hours and further at room temperature for 16 hours. After the reaction solvent was evaporated to about half, KH2PO4 (1 M, 200 ml) was slowly added dropwise thereto. The organic layer was extracted with dichloromethane (50 ml) times and dried over Na2SO4 to give crude 2-[(3-methoxyphenyl)methylamino]ethanol (yield: 8.1 g).

후처리

  1. additionwas added dropwise at room temperature
  2. stirringThe mixture was stirred at 80° C. for 5 hours and further at room temperature for 16 hours
  3. customAfter the reaction solvent was evaporated to about half, KH2PO4 (1 M, 200 ml)
  4. additionwas slowly added dropwise
  5. extractionThe organic layer was extracted with dichloromethane (50 ml) times
  6. dry with materialdried over Na2SO4

출처 및 근거

ORD 기록
ord-2e70cc22a940422ab8e1a922df0930ea
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846955B2

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