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Ammonia → 2-Amino-2-oxoethyl [4-(1-naphthalenyl-oxy)butyl]carbamate

HRID 912730
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HRID 912730 반응식
[C:1]1([O:11][CH2:12][CH2:13][CH2:14][CH2:15][N:16]2[C:20](=[O:21])[CH2:19][O:18][C:17]2=[O:22])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[NH3:23]>O1CCCC1.CO>[C:1]1([O:11][CH2:12][CH2:13][CH2:14][CH2:15][NH:16][C:17](=[O:22])[O:18][CH2:19][C:20]([NH2:23])=[O:21])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1
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참가 물질

5

반응물 2

HCID 222AmmoniaHCID 674163383-[4-(1-Naphthalenyl-oxy)butyl]-1,3-oxazolidine-2,4-dione

생성물 1

HCID 111978662-Amino-2-oxoethyl [4-(1-naphthalenyl-oxy)butyl]carbamate수율 46.2%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

1.50 g (5.0 mmol) of 3-[4-(1-naphthalenyl-oxy)butyl]-1,3-oxazolidine-2,4-dione, prepared in Step 3.1., are dissolved in a mixture of 10 ml of tetrahydrofuran and 28 ml of a 7N solution of ammonia (200 mmol) in methanol. The solution is left to react overnight at ambient temperature and then evaporated to dryness. The product is purified by chromatography on silica gel, eluting with a 97/3 mixture of dichloromethane and methanol. It is recrystallized from ethyl acetate and then washed with diethyl ether, to give 0.73 g of product in white solid form.

후처리

  1. waitThe solution is left
  2. customto react overnight at ambient temperature
  3. customevaporated to dryness
  4. customThe product is purified by chromatography on silica gel
  5. washeluting with a 97/3 mixture of dichloromethane and methanol
  6. customIt is recrystallized from ethyl acetate
  7. washwashed with diethyl ether

출처 및 근거

ORD 기록
ord-5c1e9bb0d10245ae903a69e8bf745dd4
출처 데이터셋
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08026258B2

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