Hydrazine → HCID 12690618, compound

HRID 1730969Notes

Reaction equation

HRID 1730969 reaction equation
[O:1]1[CH2:3][C:2]21[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[CH:7]=[CH:6][C:5]1[CH:14]=[CH:15][CH:16]=[CH:17][C:4]2=1.[NH2:18][NH2:19]>>[NH:18]([CH2:3][C:2]1([OH:1])[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[CH:7]=[CH:6][C:5]2[CH:14]=[CH:15][CH:16]=[CH:17][C:4]1=2)[NH2:19]

Participants

3

Reactant 2

HCID 9321HydrazineHCID 12690612HCID 12690612, compound

Product 1

HCID 12690618HCID 12690618, compound

Procedure

A mixture of 10.5 g. of spiro [dibenzo[a,d]cycloheptene-5,2'-oxirane] and 100 ml. of anhydrous hydrazine is refluxed for 3 hours, the resulting mixture evaporated in vacuo to about 50 ml., cooled, the resulting crystals filtered off and washed generously with water. The crude solid is taken up in methylene chloride, extracted with water and then with saturated sodium chloride solution, dried and evaporated in vacuo. The residue is crystallized from ethyl acetate to obtain 5-hydrazinomethyl-5H-dibenzo[a,d]cyclo-hepten-5-ol, m.p. 128°-131° C.

Workup

  1. additionA mixture of 10.5 g
  2. customthe resulting mixture evaporated in vacuo to about 50 ml
  3. temperature, cooled
  4. filtrationthe resulting crystals filtered off
  5. washwashed generously with water
  6. extractionextracted with water
  7. dry with materialwith saturated sodium chloride solution, dried
  8. customevaporated in vacuo
  9. customThe residue is crystallized from ethyl acetate

Sources & evidence

ORD record
ord-7f54b20caad84bf9a55f0e1d02fdbe3e
Source dataset
uspto-grants-1976_11
Patent number
US03994918

Reaction notes

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