Hydroquinone → HCID 20326631, compound

HRID 1288557Notes

Reaction equation

HRID 1288557 reaction equation
[C:1]1([C:7]2([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[O:13][CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1(C=CC(O)=CC=1)O.[C:28](#[N:31])[CH:29]=[CH2:30]>>[C:28]([CH2:29][CH2:30][N:10]1[CH2:9][CH2:8][C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[O:13][CH2:12][CH2:11]1)#[N:31]

Participants

4

Reactant 3

HCID 785HydroquinoneHCID 7855AcrylonitrileHCID 203266297,7-Diphenyl-1,4-oxazepane

Product 1

HCID 20326631HCID 20326631, compound

Procedure

The solution of 22.2 g of 7,7-diphenyl-hexahydro-1,4-oxazepine and 0.2 g of hydroquinone in 50 ml of acrylonitrile is refluxed for 18 hours, cooled and evaporated. The residue is taken up in chloroform, the mixture filtered through a short column of silica gel, eluted with chloroform and the eluate evaporated. The residue is recrystallized from ethanol, to yield the 4-(2-cyanoethyl)-7,7-diphenyl-hexahydro-1,4-oxazepine melting at 106°-107°.

Workup

  1. temperaturecooled
  2. customevaporated
  3. filtrationthe mixture filtered through a short column of silica gel
  4. washeluted with chloroform
  5. customThe residue is recrystallized from ethanol

Sources & evidence

ORD record
ord-8372a0750b1448bf8516564992b76c22
Source dataset
uspto-grants-1976_10
Patent number
US03988448

Reaction notes

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