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Dihydroxyacetone → 2-((1,3-Dihydroxypropan-2-yl)amino)propane-1,3-diol

HRID 243756
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HRID 243756 반응식
[NH2:1][CH:2]([CH2:5][OH:6])[CH2:3][OH:4].[OH:7][CH2:8][C:9]([CH2:11][OH:12])=O.[H][H]>[Ni].CO>[NH:1]([CH:9]([CH2:11][OH:12])[CH2:8][OH:7])[CH:2]([CH2:5][OH:6])[CH2:3][OH:4]
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참가 물질

6

반응물 3

HCID 670DihydroxyacetoneHCID 68294SerinolHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 107021932-((1,3-Dihydroxypropan-2-yl)amino)propane-1,3-diol수율 79%

시약·촉매·용매 2

HCID 935Nickel촉매HCID 887Methanol용매

실험 절차

In an autoclave, a mixture of serinol (10.6 g, 0.12 mol), 1,3-dihydroxyacetone (10.4 g, 0.12 mol), and Raney nickel (1 g, wet) in methanol (100 ml) was heated to 65° C. under 250 psi hydrogen pressure for 3 h. The autoclave was cooled to ambient temperature and depressurized. The resulting reaction mixture was filtered to remove the catalyst. The filtrate was evaporated under vacuum to remove ammonia and most of the water. The residue was dissolved in a 1:1 mixture of 2-butanol and tetrahydrofuran, treated with activated carbon, and evaporated to give the bis-adduct 2,2′-iminobis-1,3-propanediol as a viscous oil (15 g, 79%). Assay by GC: 99%.

후처리

  1. customThe resulting reaction mixture
  2. filtrationwas filtered
  3. customto remove the catalyst
  4. customThe filtrate was evaporated under vacuum
  5. customto remove ammonia
  6. dissolutionThe residue was dissolved in a 1:1 mixture of 2-butanol and tetrahydrofuran
  7. additiontreated with activated carbon
  8. customevaporated

출처 및 근거

ORD 기록
ord-f1810db1922e409eb2041b56b26a981f
출처 데이터셋
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08653306B1

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