Water → N-(10,11-Dihydroxyundecyl)phthalimide

HRID 361476

Reaktionsgleichung

Reaktionsgleichung von HRID 361476
[CH2:1]([N:12]1[C:16](=[O:17])[C:15]2=[CH:18][CH:19]=[CH:20][CH:21]=[C:14]2[C:13]1=[O:22])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH:10]=[CH2:11].C[N+]1([O-])CC[O:27]CC1.[OH2:31].S([O-])([O-])=O.[Na+].[Na+]>CC(C)=O.O>[OH:31][CH:10]([CH2:11][OH:27])[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH2:1][N:12]1[C:16](=[O:17])[C:15]2=[CH:18][CH:19]=[CH:20][CH:21]=[C:14]2[C:13]1=[O:22]

Komponenten

6

Edukt 4

HCID 962WaterHCID 24437Sodium SulfiteHCID 82029Methyl morpholine oxideHCID 220445222-(Undec-10-en-1-yl)-1H-isoindole-1,3(2H)-dione

Produkt 1

HCID 12988906N-(10,11-Dihydroxyundecyl)phthalimideAusbeute 71 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 18366337Propan-2-one--water (1/1)Lösungsmittel

Versuchsvorschrift

A solution of N-(10-Undecenyl)phthalimide (4.97 g, 16.6 mmol), prepared as discribed above, 4-methylmorpholine-N-oxide (8.62 mL, 60% by wt in water, 50.0 mmol) and potassium osmate dihydrate (58 mg, 0.16 mmol) in 100 mL acetone/water (1:1 by wt) was stirred for 16 hours. Water (100 mL) and sodium sulfite (10 g) were added and the resulting solution stirred for an additional hour. The resulting reaction mixture was extracted with dichloromethane (3×80 mL) and the organic phase dried using magnesium sulfate and evaporated to obtain 3.93 g (71% yield) of N-(10,11-Dihydroxyundecyl)phthalimide (inventive compound no. 1108).

Aufarbeitung

  1. stirringthe resulting solution stirred for an additional hour
  2. customThe resulting reaction mixture
  3. extractionwas extracted with dichloromethane (3×80 mL)
  4. customthe organic phase dried
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-f72a386d50494ecc856b4636ca1533b3
Quelldatensatz
uspto-grants-1999_02
Patentnummer
US05866576

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