Diethyl Ether → HCID 12543927, compound

HRID 2375254Notes

Reaction equation

HRID 2375254 reaction equation
[CH2:1]1C2[C:5](=[CH:6][CH:7]=[CH:8]C=2)[CH:4]=[CH:3][CH2:2]1.[Br:11]N1C(=O)CCC1=O.CC[O:21][CH2:22][CH3:23]>O.O1CCCC1>[Br:11][C@@H:1]1[CH2:2][CH2:3][C:4]2[C:23](=[CH:8][CH:7]=[CH:6][CH:5]=2)[C@H:22]1[OH:21]

Participants

6

Reactant 3

HCID 3283Diethyl EtherHCID 99381,2-DihydronaphthaleneHCID 67184N-bromobutanimide

Product 1

HCID 12543927HCID 12543927, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To 13.0 g (100 mmol) of dihydronaphthalene, dissolved in a mixture of 100 ml of water and 400 ml of tetrahydrofuran, at ambient temperature, there are added, all at once, 19.6 g (110 mmol) of N-bromosuccinimide and stirring is carried out for 3 hours. There are then added 200 ml of ice-cold water and 200 ml of ether; stirring is carried out and the phases are separated. The aqueous phase is extracted with 200 ml of ether; the combined organic phases are then washed with 200 ml of a saturated aqueous solution of sodium chloride and dried and then evaporated to yield the expected compound.

Workup

  1. additionthere are added
  2. customthe phases are separated
  3. extractionThe aqueous phase is extracted with 200 ml of ether
  4. washthe combined organic phases are then washed with 200 ml of a saturated aqueous solution of sodium chloride
  5. customdried
  6. customevaporated

Sources & evidence

ORD record
ord-744c719e4f25444085bb22b97e580ddf
Source dataset
uspto-grants-2008_12
Patent number
US07465733B2

Reaction notes

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