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Water → 9-[2-(1,4-Benzodioxan-2-yl)ethyl]-1-oxa-4,9-diazaspiro[5.5]undecan-3-one

HRID 223370
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인쇄 미리보기

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HRID 223370 반응식
[O:1]1[C:6]2([CH2:11][CH2:10][NH:9][CH2:8][CH2:7]2)[CH2:5][NH:4][C:3](=[O:12])[CH2:2]1.[O:13]1[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[O:16][CH2:15][CH:14]1[CH2:23][CH2:24]Br.O>CN(C)C=O.C(N(CC)CC)C>[O:13]1[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[O:16][CH2:15][CH:14]1[CH2:23][CH2:24][N:9]1[CH2:8][CH2:7][C:6]2([O:1][CH2:2][C:3](=[O:12])[NH:4][CH2:5]2)[CH2:11][CH2:10]1
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참가 물질

6

반응물 3

HCID 962WaterHCID 130594341-Oxa-4,9-diazaspiro(5.5)undecan-3-oneHCID 130594352-(2-Bromoethyl)-2,3-dihydro-1,4-benzodioxin

생성물 1

HCID 130594369-[2-(1,4-Benzodioxan-2-yl)ethyl]-1-oxa-4,9-diazaspiro[5.5]undecan-3-one

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8471
Triethylamine
용매

실험 절차

A solution of 1-oxa-4,9-diazaspiro[5.5]undecan-3-one (2.5 g.) and 3.0 g. of 2-(1,4-benzodioxan-2-yl)ethyl bromide in 40 ml of dimethylformamide and 10 ml of triethylamine was heated to 70° C. for 3 hours. The mixture was poured into water, extracted with methylene chloride, and the methylene chloride was extracted with aqueous HCl. The aqueous extract was made basic with ammonium hydroxide and extracted with methylene chloride and the methylene chloride layer was evaporated to give 9-[2-(1,4-benzodioxan-2-yl)ethyl]-1-oxa-4,9-diazaspiro[5.5]undecan-3-one, m.p. 139°-140° C. The base was converted to the HCl salt of 9-[2-(1,4-benzodioxan-2-yl)ethyl]-1-oxa-4,9-diazaspiro-[5.5]undecan-3-one by dissolution in methanolic HCl and precipitation with ether, m.p. 225°-227° C.

후처리

  1. extractionextracted with methylene chloride
  2. extractionthe methylene chloride was extracted with aqueous HCl
  3. extractionThe aqueous extract
  4. extractionextracted with methylene chloride
  5. customthe methylene chloride layer was evaporated

출처 및 근거

ORD 기록
ord-5554d8e1dea74377a08f171b708ed2ae
출처 데이터셋
uspto-grants-1982_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04353901

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