Tetrahydrofuran → HCID 86662689, compound

HRID 1746335Notes

Reaction equation

HRID 1746335 reaction equation
[C:1]1([CH2:17][CH2:18][CH2:19][CH2:20]O)[C:14]2[C:15]3=[C:16]4[C:11](=[CH:12][CH:13]=2)[CH:10]=[CH:9][CH:8]=[C:7]4[CH:6]=[CH:5][C:4]3=[CH:3][CH:2]=1.C(N(CC)CC)C.[C:29](Cl)(=[O:33])[C:30]([CH3:32])=[CH2:31].[O:35]1CCCC1>>[C:29]([O:33][CH:17]([C:1]1[C:14]2[C:15]3=[C:16]4[C:11](=[CH:12][CH:13]=2)[CH:10]=[CH:9][CH:8]=[C:7]4[CH:6]=[CH:5][C:4]3=[CH:3][CH:2]=1)[CH2:18][CH2:19][CH3:20])(=[O:35])[C:30]([CH3:32])=[CH2:31]

Participants

5

Reactant 4

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 13528Methacryloyl chlorideHCID 27626721-Pyrenebutanol

Product 1

HCID 86662689HCID 86662689, compound

Procedure

In 100 ml of tetrahydrofuran, 5.0 g of 1-pyrenebutanol and 3.68 g of triethylamine were dissolved, and 1.90 g of methacryloyl chloride was added dropwise thereto at 0° C., followed by stirring at room temperature for 1 hour. A deposited material was filtered while being washed with ethyl acetate. The filtrate and the washing liquid were mixed. After the mixture was dried with magnesium sulfate, the solvent was removed by evaporation under a reduced pressure. A residue was purified by a column chromatograph (silica gel, hexane:ethyl acetate=10:1), and vacuum-dried to thus obtain 1-pyrenylbutyl methacrylate.

Workup

  1. customat 0° C.
  2. filtrationA deposited material was filtered
  3. washwhile being washed with ethyl acetate
  4. additionThe filtrate and the washing liquid were mixed
  5. dry with materialAfter the mixture was dried with magnesium sulfate
  6. customthe solvent was removed by evaporation under a reduced pressure
  7. customA residue was purified by a column chromatograph (silica gel, hexane:ethyl acetate=10:1)
  8. dry with materialvacuum-dried to thus obtain 1-pyrenylbutyl methacrylate

Sources & evidence

ORD record
ord-7416e88d2e8b466a9a4890b54f645be9
Source dataset
uspto-grants-2015_10
Patent number
US09150414B2

Reaction notes

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