Hydrochloric Acid → 5-Bromo-3-(2-chloro-ethyl)-thiophene-2-carbonyl chloride

HRID 69505ノート

反応式

HRID 69505 の反応式
[Br:1][C:2]1[S:11][C:5]2[C:6](=O)O[CH2:8][CH2:9][C:4]=2[CH:3]=1.[OH-:12].[Li+].[ClH:14].S(Cl)([Cl:17])=O>C1COCC1.O.CO.C1(C)C=CC=CC=1>[Br:1][C:2]1[S:11][C:5]([C:6]([Cl:14])=[O:12])=[C:4]([CH2:9][CH2:8][Cl:17])[CH:3]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 24386Thionyl ChlorideHCID 689922162-Bromo-4,5-dihydro-thieno[2,3-c]pyran-7-one

生成物 1

HCID 866351075-Bromo-3-(2-chloro-ethyl)-thiophene-2-carbonyl chloride

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 21892291Methanol tetrahydrofuran water溶媒

実験手順

A mixture of 2-Bromo-4,5-dihydro-thieno[2,3-c]pyran-7-one (400 mg), Lithium hydroxide (246.7 mg) in THF/water/methanol (1.7 mL/1.7 mL/0.2 mL) was stirred for 6 h at room temperature. Then the reaction mixture was acidified with 2 N HCl and the aqueous phase was extracted with ethyl acetate, dried over sodium sulfate and the solvent removed. The obtained crude product was heated to reflux with thionylchloride (6.2 mL) for 2 h. Toluene was added and the volatile components removed in vacuum. This step was repeated twice.

後処理

  1. extractionthe aqueous phase was extracted with ethyl acetate
  2. dry with materialdried over sodium sulfate
  3. customthe solvent removed
  4. customThe obtained crude product
  5. temperaturewas heated
  6. customthe volatile components removed in vacuum

出典と根拠

ORDレコード
ord-1417653a73c04630b7daef51b2b559c0
出典データセット
uspto-grants-2014_09
特許番号
US08822495B2

反応ノート

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