Hydrochloric Acid → 4-(5-Bromothiophen-2-yl)benzaldehyde

HRID 1755501ノート

反応式

HRID 1755501 の反応式
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[CH:13]=[CH:12][C:9]([CH:10]=[O:11])=[CH:8][CH:7]=1.[Br:14]N1C(=O)CCC1=O.Cl>CN(C)C=O.CO>[Br:14][C:5]1[S:1][C:2]([C:6]2[CH:13]=[CH:12][C:9]([CH:10]=[O:11])=[CH:8][CH:7]=2)=[CH:3][CH:4]=1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 67184N-bromobutanimide2 回HCID 7364994-(Thiophen-2-yl)benzaldehyde

生成物 1

HCID 534263164-(5-Bromothiophen-2-yl)benzaldehyde

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6228Dimethylformamide溶媒2 回

実験手順

In a two necked flask under argon, 0.75 g (3.98 mmol) of 4-(2-thienyl)benzaldehyde in 20 mL of dimethylformamide (DMF) are cooled to 0° C. 1.1 eq. (0.78 g, 4.38 mmol) of N-bromosuccinimide (NBS) are solubilised in a mixture of 10 mL of DMF and 10 mL of methanol. This solution of NBS (protected from light) is then added drop by drop (30 min) to the reaction medium. The temperature of the medium is then left to return to ambient temperature over 2 h. The medium is hydrolysed with a solution of 1 mol·L−1 HCl and extracted with ethyl ether. The combined organic phases are washed with a saturated NaCl solution then dried on anhydrous Na2SO4. After filtration and evaporation to dryness, the reaction mixture is recrystallised with acetone.

後処理

  1. waitThe temperature of the medium is then left
  2. extractionextracted with ethyl ether
  3. washThe combined organic phases are washed with a saturated NaCl solution
  4. dry with materialthen dried on anhydrous Na2SO4
  5. filtrationAfter filtration and evaporation to dryness
  6. customthe reaction mixture is recrystallised with acetone

出典と根拠

ORDレコード
ord-2c268c4c319a452bb5849ab4d73bb79c
出典データセット
uspto-grants-2015_10
特許番号
US09171676B2

反応ノート

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