Sodium Hydroxide → HCID 13308996, compound

HRID 1863490Notes

Reaction equation

HRID 1863490 reaction equation
O1[CH2:19][CH:2]1[CH:3]=[C:4]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[CH2:8][CH2:7][C:6]2[CH:15]=[CH:16][CH:17]=[CH:18][C:5]1=2.S(O[CH2:25][CH2:26][NH2:27])(O)(=O)=O.[OH-:28].[Na+]>O.C(O)C>[NH:27]1[CH2:26][CH2:25][O:28][CH:2]([CH:3]=[C:4]2[C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=3[CH2:8][CH2:7][C:6]3[CH:15]=[CH:16][CH:17]=[CH:18][C:5]2=3)[CH2:19]1

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 70223Aminoethyl sulfateHCID 20358338HCID 20358338, compound

Product 1

HCID 13308996HCID 13308996, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A mixture of 5-(2,3-epoxypropylidene)-10,11-dihydro-5H--dibenzo[a,d]cycloheptene (0.65 g), 2-aminoethyl hydrogensulfate (2.5 g) and sodium hydroxide (1.6 g) in water (8 ml) was stirred in ethanol (11 ml) under reflux for 15 hours. The reaction mixture was concentrated and extracted with chloroform. The chloroform extract was washed with water, dried over anhydrous sodium sulfate and evaporated to afford 5-(morpholin-2-yl)methylidene-10,11-dihydro-5H-dibenzo[a,d]cycloheptene as oily material. M.P., 221°-224° C. (oxalate).

Workup

  1. temperatureunder reflux for 15 hours
  2. concentrationThe reaction mixture was concentrated
  3. extractionextracted with chloroform
  4. extractionThe chloroform extract
  5. washwas washed with water
  6. dry with materialdried over anhydrous sodium sulfate
  7. customevaporated

Sources & evidence

ORD record
ord-04084f0a0ef64b1181f15f3702452412
Source dataset
uspto-grants-1979_09
Patent number
US04169146

Reaction notes

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