Hydrogen Bromide → 9-Benzenesulfonyl-2,3,4,9-tetrahydro-1H-beta-carboline

HRID 2063729노트

반응식

HRID 2063729 반응식
Br.C(OC([N:12]1[CH2:24][CH2:23][C:22]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[N:15]([S:25]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)(=[O:27])=[O:26])[C:14]=2[CH2:13]1)=O)C1C=CC=CC=1.C(OCC)C>C(O)(=O)C>[C:28]1([S:25]([N:15]2[C:14]3[CH2:13][NH:12][CH2:24][CH2:23][C:22]=3[C:21]3[C:16]2=[CH:17][CH:18]=[CH:19][CH:20]=3)(=[O:27])=[O:26])[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1

참가 물질

5

반응물 3

HCID 260Hydrogen BromideHCID 3283Diethyl EtherHCID 105035369-Benzenesulfonyl-1,3,4,9-tetrahydro-beta-carboline-2-carboxylic acid benzyl ester

생성물 1

HCID 444030799-Benzenesulfonyl-2,3,4,9-tetrahydro-1H-beta-carboline

시약·촉매·용매 1

HCID 176Acetic Acid용매2회

실험 절차

33% hydrogen bromide in glacial acetic acid (20.7 ml) was added to a suspension of the product from stage 2 (4.14 g, 9.27 mmol) in glacial acetic acid (20.7 ml) and the mixture was stirred at room temperature for 1 h. The mixture was poured into diethyl ether (500 ml). The hydrobromide which had precipitated out was filtered off with suction, washed with diethyl ether and dried over potassium hydroxide in a desiccator. Saturated potassium carbonate solution (100 ml) was added to the salt (3.60 g) and the resulting mixture was extracted with methylene chloride (3×25 ml). The combined organic phases were dried with sodium sulfate and concentrated i. vac.

후처리

  1. customThe hydrobromide which had precipitated out
  2. filtrationwas filtered off with suction
  3. washwashed with diethyl ether
  4. dry with materialdried over potassium hydroxide in a desiccator
  5. additionSaturated potassium carbonate solution (100 ml) was added to the salt (3.60 g)
  6. extractionthe resulting mixture was extracted with methylene chloride (3×25 ml)
  7. dry with materialThe combined organic phases were dried with sodium sulfate
  8. concentrationconcentrated i

출처 및 근거

ORD 기록
ord-de0878fcef444084879e659976b97936
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08288406B2

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