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Triethylamine → N-(1-Hydroxy-2-methylpropan-2-yl)-2-methoxybenzamide

HRID 234756
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HRID 234756 반응식
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][CH:9]=[CH:8][C:4]=1[C:5]([OH:7])=O.N1C=CN=N1.OC1(C=CC=CC1)C(O)=O.[OH:27][CH2:28][C:29]([NH2:32])([CH3:31])[CH3:30].C(N(CC)CC)C>C(Cl)Cl.O>[OH:27][CH2:28][C:29]([NH:32][C:5](=[O:7])[C:4]1[CH:8]=[CH:9][CH:10]=[CH:11][C:3]=1[O:2][CH3:1])([CH3:31])[CH3:30]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 113702-Methoxybenzoic acidHCID 118072-Amino-2-methyl-1-propanolHCID 178524978HCID 178524978, 화합물

생성물 1

HCID 2764140N-(1-Hydroxy-2-methylpropan-2-yl)-2-methoxybenzamide

시약·촉매·용매 2

HCID 962Water용매
HCID 6344
Dichloromethane
용매
2회

실험 절차

15.2 g (100 mmol) of 2-methoxy-benzoic acid are dissolved in 300 ml of methylene chloride and the solution is stirred with 14.2 g (105 mmol) of 1-hydroxy-benzoic acid triazole×1 H2O and 21.66 g (105 mmol) of N,N-dicyclohexylcarbodiimide at 0° C. The suspension thus obtained is stirred at room temperature for 0.5 hour, cooled to 0° C. again, and a solution of 9.89 g (111 mmol) of 1-hydroxy-2-methyl-2-propylamine and 12.65 g (125 mmol) of triethylamine in 300 ml of methylene chloride is added. The reaction is complete after 1 hour. The reaction mixture is washed with 1M of hydrochloric acid and saturated sodium bicarbonate solution, dried over sodium sulphate and concentrated in vacuo. The crude product is stirred with petroleum ether, filtered off with suction, subsequently rinsed with the solvent and dried under a high vacuum.

후처리

  1. customThe suspension thus obtained
  2. temperaturecooled to 0° C. again
  3. waitThe reaction is complete after 1 hour
  4. washThe reaction mixture is washed with 1M of hydrochloric acid and saturated sodium bicarbonate solution
  5. dry with materialdried over sodium sulphate
  6. concentrationconcentrated in vacuo
  7. stirringThe crude product is stirred with petroleum ether
  8. filtrationfiltered off with suction
  9. washsubsequently rinsed with the solvent
  10. customdried under a high vacuum

출처 및 근거

ORD 기록
ord-f2496074f91240a19a3ec732862e7cdd
출처 데이터셋
uspto-grants-1997_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05596006

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