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Hydrochloric Acid → Tetrakis(2,6-di-t-butyl-4-methylphenyl) 4,4'-isopropylidenebisphenyl diphosphite

HRID 1381035
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HRID 1381035 반응식
[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:37][C:38]1[C:43]([C:44]([CH3:47])([CH3:46])[CH3:45])=[CH:42][C:41]([CH3:48])=[CH:40][C:39]=1[C:49]([CH3:52])([CH3:51])[CH3:50])[O:21][C:22]1[C:27]([C:28]([CH3:31])([CH3:30])[CH3:29])=[CH:26][C:25]([CH3:32])=[CH:24][C:23]=1[C:33]([CH3:36])([CH3:35])[CH3:34].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:37][C:38]3[C:39]([C:49]([CH3:52])([CH3:51])[CH3:50])=[CH:40][C:41]([CH3:48])=[CH:42][C:43]=3[C:44]([CH3:47])([CH3:46])[CH3:45])[O:21][C:22]3[C:23]([C:33]([CH3:34])([CH3:35])[CH3:36])=[CH:24][C:25]([CH3:32])=[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:37][C:38]1[C:43]([C:44]([CH3:47])([CH3:46])[CH3:45])=[CH:42][C:41]([CH3:48])=[CH:40][C:39]=1[C:49]([CH3:52])([CH3:51])[CH3:50])[O:21][C:22]1[C:27]([C:28]([CH3:31])([CH3:30])[CH3:29])=[CH:26][C:25]([CH3:32])=[CH:24][C:23]=1[C:33]([CH3:36])([CH3:35])[CH3:34]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 6623Bisphenol A2회HCID 24758Sodium hydrideHCID 13651786Bis(2,6-di-t-butyl-4-methylphenyl) phosphorochloridite

생성물 1

HCID 13651787Tetrakis(2,6-di-t-butyl-4-methylphenyl) 4,4'-isopropylidenebisphenyl diphosphite

시약·촉매·용매 2

HCID 6342
Acetonitrile
용매
HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of 0.9 grams of 4,4'-isopropylidenebisphenol (0.004 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, 0.19 gram (0.008 mol) of sodium hydride, as a 50 weight percent dispersion mineral oil was added to the 4,4-isopropylidenebisphenol 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(2,6-di-t-butyl-4-methylphenyl) phosphorochloridite (4.0 grams, 0.008 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(2,6-di-t-butyl-4-methylphenyl)-4,4'-isopropylidenebisphenyl diphosphite was 3.72 grams. The molecular weight, FD/MS was 1164. NMR data obtained was, (CDCl3): 1.44 (S, 72H), 2.23 (S, 12H), 6.01 (d, J=8.4, 4H), 6.69 (d, J=8.4, 4H), 7.02 (S,8H).

후처리

  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
  11. customNMR data obtained

출처 및 근거

ORD 기록
ord-d098a2a436704169bdc227110daa614b
출처 데이터셋
uspto-grants-1986_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04584146

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