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

HRID 1381037

반응식

HRID 1381037 반응식
[S:1]([C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[H-].[Na+].[P:18](Cl)([O:35][C:36]1[C:41]([C:42]([CH3:45])([CH3:44])[CH3:43])=[CH:40][C:39]([CH3:46])=[CH:38][C:37]=1[C:47]([CH3:50])([CH3:49])[CH3:48])[O:19][C:20]1[C:25]([C:26]([CH3:29])([CH3:28])[CH3:27])=[CH:24][C:23]([CH3:30])=[CH:22][C:21]=1[C:31]([CH3:34])([CH3:33])[CH3:32].Cl>O1CCCC1.C(#N)C>[P:18]([O:8][C:5]1[CH:6]=[CH:7][C:2]([S:1][C:9]2[CH:14]=[CH:13][C:12]([O:15][P:18]([O:35][C:36]3[C:37]([C:47]([CH3:50])([CH3:49])[CH3:48])=[CH:38][C:39]([CH3:46])=[CH:40][C:41]=3[C:42]([CH3:45])([CH3:44])[CH3:43])[O:19][C:20]3[C:21]([C:31]([CH3:32])([CH3:33])[CH3:34])=[CH:22][C:23]([CH3:30])=[CH:24][C:25]=3[C:26]([CH3:27])([CH3:28])[CH3:29])=[CH:11][CH:10]=2)=[CH:3][CH:4]=1)([O:35][C:36]1[C:41]([C:42]([CH3:45])([CH3:44])[CH3:43])=[CH:40][C:39]([CH3:46])=[CH:38][C:37]=1[C:47]([CH3:50])([CH3:49])[CH3:48])[O:19][C:20]1[C:25]([C:26]([CH3:29])([CH3:28])[CH3:27])=[CH:24][C:23]([CH3:30])=[CH:22][C:21]=1[C:31]([CH3:34])([CH3:33])[CH3:32]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 175704,4'-Thiodiphenol3회HCID 24758Sodium hydrideHCID 13651786Bis(2,6-di-t-butyl-4-methylphenyl) phosphorochloridite

생성물 1

HCID 13651791Tetrakis(2,6-di-t-butyl-4-methylphenyl) 4,4'-thiobisphenyl diphosphite

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of 0.65 gram of 4,4'-thiobisphenol (0.003 mol) in 50 ml of dry tetrahydrofuran was added to a reaction vessel equipped with stirring and heating means. While stirring the 4,4'-thiobisphenol solution under nitrogen, 0.14 gram (0.006 mol) of sodium hydride, as a 50 weight percent dispersion in mineral oil was added to the 4,4'-thiobisphenol 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 (3.0 grams, 0.006 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'-thiobisphenyl diphosphite was 1.19 grams. The molecular weight, FD/MS was 1154. NMR data obtained was, (CDCl3): 1.44 (S, 72H), 2.24 (S, 12H), 6.06 (d, J=8.4, 4H), 6.85 (d, J=8.4, 4H), 7.30 (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-9904601661bd4d1dbcd4986d5d644947
출처 데이터셋
uspto-grants-1986_04
특허 번호
US04584146

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