Sodium Hydroxide → HCID 13308996, compound

HRID 2083385Notes

Reaction equation

HRID 2083385 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-93d43aeda9b743b3ab7ffaf3b35da249
Source dataset
uspto-grants-1978_04
Patent number
US04085210

Reaction notes

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