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

HRID 863378
ノート
印刷プレビュー

反応式

HRID 863378 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>[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

8

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 1

HCID 176Acetic Acid溶媒

反応条件

温度
70 °C

実験手順

In 600 ml of 80% acetic acid was dissolved 132.2 g (1.00 mol) of tetralin. To this solution were added 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. This mixture was heated to 70° C. with stirring and then stirred at this temperature for 3 hours. After disappearance of the tetralin was ascertained, the reaction was terminated. The reaction mixture was added to 1,000 ml of water, and the oily matter separated was extracted with 1,000 ml of toluene. The toluene layer was washed with water, concentrated, and then distilled at a reduced pressure (boiling point: 120° C./3 mmHg). As a result, the main fraction was obtained in an amount of 215.3 g (yield; 83.4%). This reaction product was a 1:2 mixture of 5-iodotetralin and 6-iodotetralin.

後処理

  1. stirringstirred at this temperature for 3 hours
  2. customthe reaction was terminated
  3. additionThe reaction mixture was added to 1,000 ml of water
  4. customthe oily matter separated
  5. extractionwas extracted with 1,000 ml of toluene
  6. washThe toluene layer was washed with water
  7. concentrationconcentrated
  8. distillationdistilled at a reduced pressure (boiling point: 120° C./3 mmHg)
  9. customAs a result, the main fraction was obtained in an amount of 215.3 g (yield; 83.4%)

出典と根拠

ORDレコード
ord-2c4d500f667e40ce90951a60c37aeebd
出典データセット
uspto-grants-1998_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05721082

反応ノート

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