Potassium Carbonate → Ethyl 4-[(thiochroman-8-YL)oxy]butyrate

HRID 274746노트

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HRID 274746 반응식
[S:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[OH:11])[CH2:4][CH2:3][CH2:2]1.C([O-])([O-])=O.[K+].[K+].Br[CH2:19][CH2:20][CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23]>CN(C)C=O>[S:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[O:11][CH2:19][CH2:20][CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH2:4][CH2:3][CH2:2]1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 76300Ethyl 4-bromobutyrateHCID 1216173,4-dihydro-2H-1-benzothiopyran-8-ol

생성물 1

HCID 20093602Ethyl 4-[(thiochroman-8-YL)oxy]butyrate수율 98.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

반응 조건

온도
60 °C

실험 절차

Under argon and with stirring, 1.5 g (9.02 mmol) of 8-thiochromanol are dissolved in 5 cm3 of dimethylformamide (DMF). 3.74 g (27.06 mmol) of K2CO3 are added and then 1.94 g (9.92 mmol) of ethyl 4-bromobutyrate dissolved in 6 cm3 of DMF are added dropwise. The mixture is heated at 60° C. for 5 hours. The DMF is evaporated off. The residue is taken up in H2O. The product is extracted with CH2Cl2 and then dried over MgSO4. Purification over a silica column (eluant: ether/petroleum ether 3 : 7) yields 2.48 g of the title compound (white solid).

후처리

  1. additionare added dropwise
  2. customThe DMF is evaporated off
  3. extractionThe product is extracted with CH2Cl2
  4. dry with materialdried over MgSO4
  5. customPurification over a silica column (eluant: ether/petroleum ether 3 : 7)

출처 및 근거

ORD 기록
ord-58f70f3bbae847439369ab4b4f4a43ad
출처 데이터셋
uspto-grants-1995_02
특허 번호
US05389668

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