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Benzyl Bromide → 2-(Tert-butoxycarbonylamino)-5-phenoxyindan

HRID 1581987
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HRID 1581987 반응식
[C:1]([O:5][C:6]([NH:8][CH:9]1[CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14]([OH:18])[CH:15]=2)[CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].C(Br)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>CC(C)=O>[C:1]([O:5][C:6]([NH:8][CH:9]1[CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14]([O:18][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[CH:15]=2)[CH2:10]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]
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참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 22719625HCID 22719625, 화합물

생성물 1

HCID 227195862-(Tert-butoxycarbonylamino)-5-phenoxyindan수율 90%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

2-(tert-butoxycarbonylamino)-5-hydroxyindan (100 mg, 0.40 mmol) synthesized in the above Preparation Example 1 was dissolved in acetone (2 ml), to which potassium carbonate (58 mg, 0.45 mmol) and benzylbromide (48 μl, 0.40 mmol) were added, and the mixture was heated to reflux for 3 hours. The reaction mixture was extracted with ether and dried, and then the solvent was distilled off under reduced pressure to obtain 2-(tert-butoxycarbonylamino)-5-phenoxyindan (120 mg, 0.36 mmol) having the following physical properties:

후처리

  1. additionwere added
  2. temperaturethe mixture was heated
  3. temperatureto reflux for 3 hours
  4. extractionThe reaction mixture was extracted with ether
  5. customdried
  6. distillationthe solvent was distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-fbce2c52d50340f4ad8d6e24d0956d60
출처 데이터셋
uspto-grants-2004_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06734180B1

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