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Dichloromethane → 3-Methylthio4-n-propoxy-5-benzyloxybenzaldehyde

HRID 982464
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HRID 982464 반응식
[CH3:1][S:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([O:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:10]=1[OH:11])[CH:6]=[O:7].C([O-])([O-])=O.[K+].[K+].Br[CH2:27][CH2:28][CH3:29].C(Cl)Cl>CN(C=O)C.O>[CH3:1][S:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([O:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:10]=1[O:11][CH2:27][CH2:28][CH3:29])[CH:6]=[O:7]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 6344DichloromethaneHCID 78401-BromopropaneHCID 11430Potassium CarbonateHCID 117781083-Methylthio-4-hydroxy-5-benzyloxybenzaldehyde

생성물 1

HCID 104710223-Methylthio4-n-propoxy-5-benzyloxybenzaldehyde

시약·촉매·용매 2

HCID 962Water용매
HCID 6228
Dimethylformamide
용매

반응 조건

온도
70 °C

실험 절차

64.5 g of 3-methylthio-4-hydroxy-5-benzyloxybenzaldehyde dissolved in a 75 mL of DMF was treated with 50 g of K2CO3 and 32 g of 1-bromopropane and stirred overnight at 70° C. The next day about 1.5 liters of methylene chloride and an equal amount of water was added to the reaction mixture. The organic layer was removed, washed three times with distilled water, dried over MgSO4 and evaporated to yield the title compound as viscous liquid that solidified slowly: NMR(200 MHz, CDCl3) δ 1.02 (t, CH2CH2CH3), 1.82 (m, CH2CH2CH3), 2.48 (s, SCH3), 4.12 (t, OCH2CH2CH3), 5.18 (s, OCH2Ar), 7.26-7.52 (m, ArH), 9.86 (s, ArCHO).

후처리

  1. customThe organic layer was removed
  2. washwashed three times with distilled water
  3. dry with materialdried over MgSO4
  4. customevaporated

출처 및 근거

ORD 기록
ord-7c6f617027084c2da8ae4a9564192c34
출처 데이터셋
uspto-grants-1991_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04996203

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