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Tetrahydrofuran → t-Butyl [3-(aminomethyl)phenoxy]acetate

HRID 1747039
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HRID 1747039 반응식
[C:1]([O:5][C:6](=[O:19])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][N:16]=[N+]=[N-])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].C1COCC1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O>[C:1]([O:5][C:6](=[O:19])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][NH2:16])[CH:10]=1)([CH3:4])([CH3:2])[CH3:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 11776TriphenylphosphineHCID 59478385t-Butyl [3-(azidomethyl)phenoxy]acetate

생성물 1

HCID 20758042t-Butyl [3-(aminomethyl)phenoxy]acetate수율 88.2%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a mixed liquid of 5.16 g of t-butyl[3-(azidomethyl)phenoxy]acetate and 50 ml of THF were added 6.17 g of triphenylphosphine and 1.04 ml of water, followed by stirring at room temperature for 4 days. The solvent was evaporated and diisopropyl ether was added thereto. The precipitated solid was separated by filtration and the solvent was evaporated again. The residue was purified by silica gel column chromatography (eluent:chloroform-methanol-saturated aqueous ammonia) to obtain 4.10 g of t-butyl[3-(aminomethyl)phenoxy]acetate as a pale yellow oily substance.

후처리

  1. customThe solvent was evaporated
  2. additiondiisopropyl ether was added
  3. customThe precipitated solid was separated by filtration
  4. customthe solvent was evaporated again
  5. customThe residue was purified by silica gel column chromatography (eluent:chloroform-methanol-saturated aqueous ammonia)

출처 및 근거

ORD 기록
ord-74ad680519c541c289ec9e9a5a73017f
출처 데이터셋
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09150541B2

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