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

HRID 357702
ノート
印刷プレビュー

反応式

HRID 357702 の反応式
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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

9

反応物 6

HCID 807IodineHCID 1118Sulfuric AcidHCID 8404Tetralin2 回HCID 5829475-Iodo-1,2,3,4-tetrahydronaphthaleneHCID 5831976-Iodo-1,2,3,4-tetrahydronaphthaleneHCID 86590690HCID 86590690、化合物

生成物 1

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

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒

反応条件

温度
70 °C

実験手順

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.

後処理

  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%)

出典と根拠

ORDレコード
ord-a851ea0fabdd4697a3703234a0f21136
出典データセット
uspto-grants-1998_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05840980

反応ノート

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