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Alpha-Methylstyrene → [1,1':3',1''-Terphenyl]-4,4''-diol

HRID 511902
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HRID 511902 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:13][CH2:12][CH2:11][CH:10]([C:14]3[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=3)[CH:9]=2)=[CH:4][CH:3]=1.OC1C=CC(C2CC(C3C=CC(O)=CC=3)CCC=2)=CC=1.CC(C1C=CC=CC=1)=C>[C].[Pd]>[OH:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([C:14]3[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=3)[CH:9]=2)=[CH:6][CH:7]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7407Alpha-MethylstyreneHCID 117964207HCID 117964207, 화합물HCID 117964259HCID 117964259, 화합물

생성물 1

HCID 667696[1,1':3',1''-Terphenyl]-4,4''-diol수율 53%

시약·촉매·용매 1

HCID 178418390HCID 178418390, 화합물촉매

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온도
150 °C

실험 절차

After the water layer was separated, the oil layer was condensed or otherwise adjusted so that the concentration of the mixture of 1,3-bis(4-hydroxyphenyl)-1-cyclohexene and 1,5-bis(4-hydroxyphenyl)-1-cyclohexene became 17%. 79.6 g of the concentration-adjusted solution, 14.8 g of α-methyl styrene and 0.8 g of 5% palladium carbon were introduced to an autoclave and agitated for 6 hours at 150° C. After the reaction, the reaction liquid was filtered to remove the 5% palladium carbon, and then the methyl isobutyl ketone was distilled out, after which 40 g of toluene was added and the separated crystal was filtered out and dried to obtain 6.9 g of 4,4″-dihydroxy-m-terphenyl of 97% purity (high-speed liquid chromatography) [Step (C)].

후처리

  1. customAfter the water layer was separated
  2. customcondensed
  3. customAfter the reaction
  4. customthe reaction liquid
  5. filtrationwas filtered
  6. customto remove the 5% palladium carbon
  7. distillationthe methyl isobutyl ketone was distilled out
  8. additionafter which 40 g of toluene was added
  9. filtrationthe separated crystal was filtered out
  10. customdried

출처 및 근거

ORD 기록
ord-e74fbb7c34e14878b4acfee40fb84a82
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09102596B2

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