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Dimethylformamide → Sulfo(2,3-dihydro-5-benzofuranyl)acetyl chloride

HRID 904021
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HRID 904021 반응식
[S:1]([CH:5]([C:9]1[CH:10]=[CH:11][C:12]2[O:16][CH2:15][CH2:14][C:13]=2[CH:17]=1)[C:6](O)=[O:7])([OH:4])(=[O:3])=[O:2].S(Cl)([Cl:20])=O.CN(C)C=O>C(OCC)C.CCCCCC>[S:1]([CH:5]([C:9]1[CH:10]=[CH:11][C:12]2[O:16][CH2:15][CH2:14][C:13]=2[CH:17]=1)[C:6]([Cl:20])=[O:7])([OH:4])(=[O:3])=[O:2]
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참가 물질

6

반응물 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 23335828Sulfo(2,3-dihydro-5-benzofuranyl)acetic acid

생성물 1

HCID 23335837Sulfo(2,3-dihydro-5-benzofuranyl)acetyl chloride

시약·촉매·용매 2

HCID 3283Diethyl Ether용매2회HCID 8058Hexane용매

실험 절차

α-Sulfo(2,3-dihydro-5-benzofuranyl)acetyl chloride is prepared according to the general method described in J. Med. Chem., 15, 1105 (1972). α-Sulfo(2,3-dihydro-5-benzofuranyl)acetic acid 20 mmole is added slowly to a solution of diethyl ether (4 ml) and thionyl cloride (150 mmole). The mixture is stirred at room temperature until the gas evolution stops. Then about 0.2 ml of dimethylformamide is added and the solution heated at 40° C. for 4 hours. The mixture is diluted with 30 ml of diethyl ether and 30 ml of hexane and then cooled to about -25° C. The α-sulfo(2,3-dihydro-5-benzofuranyl)acetyl chloride is recovered from the mixture and used without further purification.

후처리

  1. temperaturethe solution heated at 40° C. for 4 hours
  2. temperaturecooled to about -25° C
  3. customThe α-sulfo(2,3-dihydro-5-benzofuranyl)acetyl chloride is recovered from the mixture
  4. customused without further purification

출처 및 근거

ORD 기록
ord-0e28808bc4294e2ebc41f61c37ed1708
출처 데이터셋
uspto-grants-1980_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04229575

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