Chloride → HCID 22236436, 화합물

HRID 1744001노트

반응식

HRID 1744001 반응식
[Br:1][C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[C:5]([OH:12])=[CH:4][CH:3]=1.Cl.[CH3:14][N:15]([CH3:19])[CH2:16][CH2:17]Cl.C(=O)([O-])[O-].[K+].[K+].[Cl-]>C(#N)C>[Br:1][C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[C:5]([O:12][CH2:17][CH2:16][N:15]([CH3:19])[CH3:14])=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 312ChlorideHCID 11430Potassium CarbonateHCID 11636816N,N-Dimethylaminoethyl chloride hydrochlorideHCID 222364764-Bromo-5,6,7,8-tetrahydronaphthalen-1-ol

생성물 1

HCID 22236436HCID 22236436, 화합물수율 65.2%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a 1 L round-bottomed flask equipped with condenser and N2 inlet were added 10.0 g (44 mmol) 4-bromo-5,6,7,8-tetrahydro-naphthalen-1-ol (Example 37A), 19 g (130 mmol) 2-dimethylaminoethyl chloride hydrochloride, 30.3 g (220 mmol) powdered potassium carbonate, and 600 mL acetonitrile. The reaction was refluxed 60 hours, followed by an additional portion of the chloride and continued refluxing for 24 hours. The reaction was cooled, filtered and concentrated. The residue was chromatographed on silica gel using methanol/methylene chloride as eluant to afford 8.55 g (65%) of a light brown oil.

후처리

  1. customTo a 1 L round-bottomed flask equipped with condenser and N2 inlet
  2. temperatureThe reaction was refluxed 60 hours
  3. temperaturecontinued refluxing for 24 hours
  4. temperatureThe reaction was cooled
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residue was chromatographed on silica gel

출처 및 근거

ORD 기록
ord-966f5e19683d4aa5b4a5704a027b5589
출처 데이터셋
uspto-grants-2006_03
특허 번호
US07012078B2

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