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

HRID 69505노트

반응식

HRID 69505 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 1140Toluene용매HCID 21892291Methanol tetrahydrofuran water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-1417653a73c04630b7daef51b2b559c0
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822495B2

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