Dabco → HCID 15557342, compound

HRID 267801Notes

Reaction equation

HRID 267801 reaction equation
[NH2:1][C:2]1[CH:25]=[CH:24][C:5]2[O:6][CH2:7][C:8]3([CH2:22][O:23][C:4]=2[CH:3]=1)[O:12][CH:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[N:10]([CH:19]([CH3:21])[CH3:20])[CH2:9]3.N12CCN(CC1)CC2.[CH3:34][S:35](Cl)(=[O:37])=[O:36]>CCOCC>[CH:19]([N:10]1[CH2:9][C:8]2([CH2:7][O:6][C:5]3[CH:24]=[CH:25][C:2]([NH:1][S:35]([CH3:34])(=[O:37])=[O:36])=[CH:3][C:4]=3[O:23][CH2:22]2)[O:12][CH:11]1[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1)([CH3:20])[CH3:21]

Participants

5

Reactant 3

HCID 9237DabcoHCID 31297Methanesulfonyl chlorideHCID 15557341HCID 15557341, compound

Product 1

HCID 15557342HCID 15557342, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

The crude 7-amino-3'-isopropyl-2'-phenyl-3,4-dihydro-2H-1,5-benzodioxepin-3-spiro-5'-oxazolidine (352 mg.) is dissolved in dry ether (23 ml.) and 1,4-diazabicyclo[2,2,2]-octane (118 mg.; 1.065 mmole) is added. Methane sulphonyl chloride (105 mg.; 1.065 mmole) dissolved in dry ether (5 ml.) is added dropwise with stirring and the reaction mixture then is stirred at room temperature for 1 hour. The solid is filtered off and discarded: evaporation of the mother liquors affords 387.2 mg. (91%) of crude product.

Workup

  1. additionis added dropwise
  2. stirringthe reaction mixture then is stirred at room temperature for 1 hour
  3. filtrationThe solid is filtered off
  4. customevaporation of the mother liquors
  5. customaffords 387.2 mg

Sources & evidence

ORD record
ord-938349df0f1b440d9aa3eb4f1b1009df
Source dataset
uspto-grants-1976_03
Patent number
US03944560

Reaction notes

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