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Iodine → Naphthalene, 1,2,3,4-tetrahydro-1-iodo-

HRID 357702
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HRID 357702 반응식
C1C2C(=CC=CC=2)CCC1.II.O.O.I(O)(=O)(=O)=O.S(=O)(=O)(O)O.[I:25][C:26]1[CH:35]=[CH:34][CH:33]=[C:32]2[C:27]=1[CH2:28][CH2:29][CH2:30][CH2:31]2.IC1C=C2C(=CC=1)CCCC2>C(O)(=O)C.O>[I:25][CH:26]1[C:27]2[C:32](=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH2:33][CH2:34][CH2:35]1
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참가 물질

9

반응물 6

HCID 807IodineHCID 1118Sulfuric AcidHCID 8404Tetralin2회HCID 5829475-Iodo-1,2,3,4-tetrahydronaphthaleneHCID 5831976-Iodo-1,2,3,4-tetrahydronaphthaleneHCID 86590690HCID 86590690, 화합물

생성물 1

HCID 11322854
Naphthalene, 1,2,3,4-tetrahydro-1-iodo-
수율 83.4%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매

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온도
70 °C

실험 절차

132.2 g (1.00 mol) of tetralin was dissolved in 600 ml of 80% acetic acid, and 101.5 g (0.40 mol) of iodine, 45.5 g (0.20 mol) of periodic acid dihydrate and 15 ml of concentrated sulfuric acid were added thereto. The mixture was heated to 70° C. with stirring. The mixture was further stirred for 3 hours at the same temperature whereupon disappearance of tetralin was confirmed to terminate the reaction. The reaction mixture was added to 1000 ml of water, and the separated oily substance was extracted with 1000 ml of toluene. The toluene layer was washed with water and concentrated and then subjected to distillation under reduced pressure (bp: 120° C./3 mmHg) to obtain 215.3 g of the main fraction (yield: 83.4%). This product was a mixture of 5-iodotetralin and 6-iodotetralin in a blend ratio of 1:2.

후처리

  1. customto terminate
  2. customthe reaction
  3. extractionthe separated oily substance was extracted with 1000 ml of toluene
  4. washThe toluene layer was washed with water
  5. concentrationconcentrated
  6. distillationsubjected to distillation under reduced pressure (bp: 120° C./3 mmHg)
  7. customto obtain 215.3 g of the main fraction (yield: 83.4%)

출처 및 근거

ORD 기록
ord-a851ea0fabdd4697a3703234a0f21136
출처 데이터셋
uspto-grants-1998_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05840980

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