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Ethyl bromoacetate → HCID 10427900, 화합물

HRID 467317
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HRID 467317 반응식
[C:1]([O:5][C:6]([NH:8][C@@H:9]1[CH2:18][CH2:17][C:16]2[C:11](=[CH:12][C:13]([OH:19])=[CH:14][CH:15]=2)[CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].Br[CH2:27][C:28]([O:30][CH2:31][CH3:32])=[O:29]>CC(C)=O>[C:1]([O:5][C:6]([NH:8][C@@H:9]1[CH2:18][CH2:17][C:16]2[C:11](=[CH:12][C:13]([O:19][CH2:27][C:28]([O:30][CH2:31][CH3:32])=[O:29])=[CH:14][CH:15]=2)[CH2:10]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 10264739HCID 10264739, 화합물

생성물 1

HCID 10427900HCID 10427900, 화합물수율 33.5%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A solution of 10.8 g of (R)-2-tert-butoxycarbonylamino-7-hydroxytetraline (a) in 300 ml of acetone, is heated at reflux under stirring for 6 hours in the presence of 12.4 g of powdered anhydrous potassium carbonate and 15.1 g of ethyl bromoacetate. After filtration, acetone is evaporated under reduce pressure and the residue is taken up with ethyl ether. The solution so obtained is washed with water, dried over sodium sulfate and evaporated to dryness. The residue is taken up with ethyl ether and crystallized from isopropyl ether. Thus, 4.8 g of (R)-2-tert-butoxycarbonylamino-7-carbethoxymethoxytetraline are obtained; m.p. 113°-115° C., /alpha/=+57.97° (methanol, c=1%).

후처리

  1. temperatureat reflux
  2. filtrationAfter filtration, acetone
  3. customis evaporated
  4. customThe solution so obtained
  5. washis washed with water
  6. dry with materialdried over sodium sulfate
  7. customevaporated to dryness
  8. customcrystallized from isopropyl ether

출처 및 근거

ORD 기록
ord-29da75de4f7547e3bc6ad26158a01c06
출처 데이터셋
uspto-grants-1992_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05159103

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