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

HRID 1770220ノート

反応式

HRID 1770220 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
60 °C

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-0634d158ca3548ebb427aa164f64bdda
出典データセット
uspto-grants-1995_01
特許番号
US05385930

反応ノート

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