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

HRID 2063729ノート

反応式

HRID 2063729 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-de0878fcef444084879e659976b97936
出典データセット
uspto-grants-2012_10
特許番号
US08288406B2

反応ノート

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