Bis(4-hydroxyphenyl)methane → HCID 20510578, compound

HRID 1758203Notes

Reaction equation

HRID 1758203 reaction equation
[CH2:1]([N:5]1[C:9](=[O:10])[C:8]2([CH2:15][C:14]([CH3:17])([CH3:16])[N:13]([CH2:18][CH:19]3[O:21][CH2:20]3)[C:12]([CH3:23])([CH3:22])[CH2:11]2)[NH:7][C:6]1=[O:24])[CH2:2][CH2:3][CH3:4].[OH:25][C:26]1[CH:31]=[CH:30][C:29]([CH2:32][C:33]2[CH:38]=[CH:37][C:36]([OH:39])=[CH:35][CH:34]=2)=[CH:28][CH:27]=1.[H-].[Na+]>C(O)CC(C)C>[CH2:1]([N:5]1[C:9](=[O:10])[C:8]2([CH2:11][C:12]([CH3:22])([CH3:23])[N:13]([CH2:18][CH:19]([OH:21])[CH2:20][O:25][C:26]3[CH:27]=[CH:28][C:29]([CH2:32][C:33]4[CH:38]=[CH:37][C:36]([O:39][CH2:20][CH:19]([OH:21])[CH2:18][N:13]5[C:14]([CH3:17])([CH3:16])[CH2:15][C:8]6([NH:7][C:6](=[O:24])[N:5]([CH2:1][CH2:2][CH2:3][CH3:4])[C:9]6=[O:10])[CH2:11][C:12]5([CH3:22])[CH3:23])=[CH:35][CH:34]=4)=[CH:30][CH:31]=3)[C:14]([CH3:17])([CH3:16])[CH2:15]2)[NH:7][C:6]1=[O:24])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 12111Bis(4-hydroxyphenyl)methaneHCID 24758Sodium hydrideHCID 20510596HCID 20510596, compound

Product 1

HCID 20510578HCID 20510578, compound

Reagents, catalysts & solvents 1

HCID 31260Isoamyl AlcoholSolvent

Procedure

A mixture of 4.0 g of 3-butyl-8-(2,3-epoxypropyl)-7,7,9,9-tetramethyl-1,3,8-triazaspiro[4.5]decane-2,4-dione and 1.0 g of bis(p-hydroxyphenyl)methane in 5 ml of isopentyl alcohol with a catalytic amount of sodium hydride was refluxed for 10 hours. After completion of the reaction, the residue obtained by evaporating the solvent under reduced pressure from the reaction mixture was purified by column chromatography through silica gel eluted with a 1:1 by volume mixture of benzene and ethyl acetate, giving the desired Compound No. 351 in the form of white crystals melting at 202°-204° C.

Workup

  1. temperaturewas refluxed for 10 hours
  2. customAfter completion of the reaction
  3. customthe residue obtained
  4. customby evaporating the solvent under reduced pressure from the reaction mixture
  5. customwas purified by column chromatography through silica gel
  6. washeluted with a 1:1 by volume mixture of benzene and ethyl acetate

Sources & evidence

ORD record
ord-ede89440b52340ad8bbc0763d430f07c
Source dataset
uspto-grants-1983_02
Patent number
US04371644

Reaction notes

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