Hydrochloric Acid → HCID 13651788, compound

HRID 1381036Notes

Reaction equation

HRID 1381036 reaction equation
[C:1]([C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=1)([C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1)([CH3:3])[CH3:2].[H-].[Na+].[P:20](Cl)([O:40][C:41]1[C:46]([C:47]([CH3:50])([CH3:49])[CH3:48])=[CH:45][C:44]([C:51]([CH3:54])([CH3:53])[CH3:52])=[CH:43][C:42]=1[C:55]([CH3:58])([CH3:57])[CH3:56])[O:21][C:22]1[C:27]([C:28]([CH3:31])([CH3:30])[CH3:29])=[CH:26][C:25]([C:32]([CH3:35])([CH3:34])[CH3:33])=[CH:24][C:23]=1[C:36]([CH3:39])([CH3:38])[CH3:37].Cl>O1CCCC1.C(#N)C>[P:20]([O:17][C:14]1[CH:13]=[CH:12][C:11]([C:1]([C:4]2[CH:5]=[CH:6][C:7]([O:10][P:20]([O:40][C:41]3[C:42]([C:55]([CH3:58])([CH3:57])[CH3:56])=[CH:43][C:44]([C:51]([CH3:54])([CH3:53])[CH3:52])=[CH:45][C:46]=3[C:47]([CH3:50])([CH3:49])[CH3:48])[O:21][C:22]3[C:23]([C:36]([CH3:37])([CH3:38])[CH3:39])=[CH:24][C:25]([C:32]([CH3:33])([CH3:34])[CH3:35])=[CH:26][C:27]=3[C:28]([CH3:29])([CH3:30])[CH3:31])=[CH:8][CH:9]=2)([CH3:3])[CH3:2])=[CH:16][CH:15]=1)([O:40][C:41]1[C:46]([C:47]([CH3:50])([CH3:49])[CH3:48])=[CH:45][C:44]([C:51]([CH3:54])([CH3:53])[CH3:52])=[CH:43][C:42]=1[C:55]([CH3:58])([CH3:57])[CH3:56])[O:21][C:22]1[C:27]([C:28]([CH3:31])([CH3:30])[CH3:29])=[CH:26][C:25]([C:32]([CH3:35])([CH3:34])[CH3:33])=[CH:24][C:23]=1[C:36]([CH3:39])([CH3:38])[CH3:37]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 6623Bisphenol A2×HCID 24758Sodium hydrideHCID 22405975HCID 22405975, compound

Product 1

HCID 13651788HCID 13651788, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 1.16 grams of 4,4'-isopropylidenebisphenol (0.005 mol) in 50 ml of dry tetrahydrofuran was added to a reaction vessel equipped with stirring and heating means. While stirring the 4,4'-isopropylidenebisphenol solution under nitrogen, 0.24 gram (0.01 mol) of sodium hydride, as a 50 weight percent dispersion in mineral oil was added to the 4,4-iso-propylidenebisphenol solution and the resulting mixture was stirred at 55° C. for one hour. The reaction mixture was cooled to room temperature and a solution of bis(2,4,6-tri-t-butylphenyl) phosphorochloridite (6.0 grams, 0.01 mol) in 25 ml of tetrahydrofuran was added to the reaction mixture and the mixture was stirred for three hours. The reaction product was then acidified with 1N HCl and filtered. The filtrate was heated to remove the solvent, and an oily reaction product was obtained. This oil was stirred with 50 ml of acetonitrile for one hour. The resulting white powder was recovered by filtration and dried. The product yield of tetrakis(2,4,6-tri-t-butylphenyl)-4,4'-isopropylidenebisphenyl diphosphite was 4.87 grams. The molecular weight, FD/MS was 1332.

Workup

  1. customequipped
  2. temperatureheating
  3. stirringthe resulting mixture was stirred at 55° C. for one hour
  4. stirringthe mixture was stirred for three hours
  5. filtrationfiltered
  6. temperatureThe filtrate was heated
  7. customto remove the solvent
  8. customan oily reaction product was obtained
  9. filtrationThe resulting white powder was recovered by filtration
  10. customdried

Sources & evidence

ORD record
ord-24529e99a7d240d1b0aa79a80fae3125
Source dataset
uspto-grants-1986_04
Patent number
US04584146

Reaction notes

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