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1,4-Dibromobutane → Methyl 3-chloro-4-(4-bromobutyloxy)-phenylacetate

HRID 342779
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HRID 342779 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([O:12][CH3:13])=[O:11])[CH:5]=[CH:6][C:7]=1[OH:8].[Br:14][CH2:15][CH2:16][CH2:17][CH2:18]Br.[OH-].[Na+]>CO.CCOC(C)=O.Cl>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([O:12][CH3:13])=[O:11])[CH:5]=[CH:6][C:7]=1[O:8][CH2:18][CH2:17][CH2:16][CH2:15][Br:14]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 80561,4-DibromobutaneHCID 14798Sodium HydroxideHCID 92625Methyl 3-chloro-4-hydroxyphenylacetate

생성물 1

HCID 15290476Methyl 3-chloro-4-(4-bromobutyloxy)-phenylacetate

시약·촉매·용매 3

HCID 313Hydrochloric Acid용매HCID 887Methanol용매
HCID 8857
Ethyl Acetate
용매

실험 절차

To a solution of methyl 3-chloro-4-hydroxyphenylacetate and 1,4-dibromobutane (0.021 g, 0.044 mmol) in 0.5 mL of methanol was added 5N NaOH soln (0.04 mL, 5 eq) at rt. The reaction mixture was heated initially with a heat gun to reflux in order to dissolve the starting material. After heating, the reaction mixture stirred at ambient temperature for 1 h. The reaction mixture was diluted with EtOAc and 0.1N HCl (5 mL). The organic layer was separated from the aqueous portion, and washed with 0.1N HCl (5 mL) followed by 10 mL brine. The organic layer was dried (MgSO4), filtered, and evaporated in vacuo to afford the title compound. This compound was taken forward without further purification.

후처리

  1. temperatureThe reaction mixture was heated initially with a heat gun
  2. temperatureto reflux in order
  3. dissolutionto dissolve the starting material
  4. temperatureAfter heating
  5. customThe organic layer was separated from the aqueous portion
  6. washwashed with 0.1N HCl (5 mL)
  7. dry with materialThe organic layer was dried (MgSO4)
  8. filtrationfiltered
  9. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-64679126521a479a8f532e7a72535a5c
출처 데이터셋
uspto-grants-1999_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05859051

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