Morpholine → HCID 67276684, compound

HRID 1696704Notes

Reaction equation

HRID 1696704 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[CH:7]([Si:10]([CH:25]([CH3:27])[CH3:26])([CH:22]([CH3:24])[CH3:23])[O:11][C:12]1[CH:17]=[CH:16][C:15]([C:18](=O)[CH2:19][CH3:20])=[CH:14][CH:13]=1)([CH3:9])[CH3:8]>[Ti](Cl)(Cl)(Cl)Cl.C1(C)C=CC=CC=1>[CH:25]([Si:10]([CH:7]([CH3:9])[CH3:8])([CH:22]([CH3:24])[CH3:23])[O:11][C:12]1[CH:13]=[CH:14][C:15](/[C:18](/[N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)=[CH:19]\[CH3:20])=[CH:16][CH:17]=1)([CH3:27])[CH3:26]

Participants

5

Reactant 2

HCID 8083MorpholineHCID 15212280HCID 15212280, compound

Product 1

HCID 67276684HCID 67276684, compound

Reagents, catalysts & solvents 2

HCID 24193Titanium TetrachlorideCatalystHCID 1140TolueneSolvent

Conditions

Temperature
130 °C

Procedure

Titanium tetrachloride (28 mL) and morpholine (mL) were added in that order to a toluene (1.5 L) solution of 1-{4-[(triisopropylsilyl)oxy]phenyl}propan-1-one (130 g, 0.424 mol) synthesized in Reference Example 1-2-(1), and stirred at 130° C. for 12 hours. After cooled with ice, the insoluble matter in the reaction liquid was removed by filtration through Celite, and the mother liquid was concentrated to obtain a crude product (193 g) of the intended compound.

Workup

  1. customsynthesized in Reference Example 1-2-(1)
  2. temperatureAfter cooled with ice
  3. customthe insoluble matter in the reaction liquid
  4. customwas removed by filtration through Celite
  5. concentrationthe mother liquid was concentrated

Sources & evidence

ORD record
ord-bc533a3428e7474888d730c6bd007380
Source dataset
uspto-grants-2012_04
Patent number
US08163770B2

Reaction notes

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