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Guaiacol → 6-Methoxy-3,3-dimethylindan-5-ol

HRID 2419769
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HRID 2419769 반응식
[CH2:1]=[CH:2][C:3](=[CH2:5])[CH3:4].[C:6]1([O:13][CH3:14])[C:7](=[CH:9][CH:10]=[CH:11][CH:12]=1)[OH:8].P(=O)(O)(O)O.O>C1(C)C(C)=CC=CC=1.C1C2NC3C(=CC=CC=3)SC=2C=CC=1>[CH3:4][C:3]1([CH3:5])[C:10]2[C:11](=[CH:12][C:6]([O:13][CH3:14])=[C:7]([OH:8])[CH:9]=2)[CH2:1][CH2:2]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 460GuaiacolHCID 962WaterHCID 1004Phosphoric AcidHCID 6557Isoprene

생성물 1

HCID 1197896-Methoxy-3,3-dimethylindan-5-ol수율 38.4%

시약·촉매·용매 2

HCID 7108Phenothiazine촉매
HCID 7237
O-Xylene
용매

실험 절차

449 g of isoprene, stabilized with 1.4 g of phenothiazine, were added dropwise over the course of 6 hours to a solution of 744 g of guaiacol, 76 g of 85% strength phosphoric acid and 6 ml of water in 1.4 liters of xylene at 110° C. To complete the reaction, stirring of the mixture was continued overnight at 110° C. The acid phase was separated off and extracted by shaking with toluene. The combined organic phases were washed until neutral. Fractional distillation gave 443 g of 3,3-dimethyl-5-hydroxy-6-methoxy-indane, boiling point: 145- 46° C/12 mm Hg, melting point 43.5° - 44.5° C. ##STR35##

후처리

  1. customthe reaction
  2. customThe acid phase was separated off
  3. extractionextracted
  4. stirringby shaking with toluene
  5. washThe combined organic phases were washed until neutral
  6. distillationFractional distillation

출처 및 근거

ORD 기록
ord-33317a64cd5c417abc04e583d6ee2f58
출처 데이터셋
uspto-grants-1978_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04107324

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