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

HRID 361476

반응식

HRID 361476 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

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

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-f72a386d50494ecc856b4636ca1533b3
출처 데이터셋
uspto-grants-1999_02
특허 번호
US05866576

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