Monobenzone → (S)-p-Benzyloxy-(1-methylheptyloxy)benzene

HRID 1261821

반응식

HRID 1261821 반응식
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O.[CH3:47][C@H:48](Cl)[CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH3:54]>ClCCl>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([O:15][C@@H:48]([CH3:47])[CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH3:54])=[CH:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

6

반응물 4

HCID 7638MonobenzoneHCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 119614112-Chlorooctane, (+)-

생성물 1

HCID 53745214(S)-p-Benzyloxy-(1-methylheptyloxy)benzene수율 83%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Putting 4-benzyloxyphenol (5 g) and triphenyl phosphine (23.58 g) into a two-neck bottle (500 mL), and then vacuuming for 1 hour. Under the protection of nitrogen, adding dichloromethane (150 mL) followed by stirring to dissolve. Adding diethyl azodicarboxylate (22.73 g) into the bottle on ice bath followed by stirring. Adding (s)-2-octylchloride (13.36 g), reacting 24 hours under room temperature. Extracting by water and dichloromethane, drying with anhydrous magnesium sulfate, removing the solvent by a rotary vacuum evaporator, column chromatography of the crude product is carried out to gain a pure target compound (19.41 g). The yield is about 83%.

후처리

  1. dissolutionto dissolve
  2. stirringby stirring
  3. extractionExtracting by water and dichloromethane
  4. dry with materialdrying with anhydrous magnesium sulfate
  5. customremoving the solvent
  6. customby a rotary vacuum evaporator, column chromatography of the crude product

출처 및 근거

ORD 기록
ord-fffca5a902834dc484478312fb7d32da
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08471055B2

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