Diethylether hexane → HCID 86702746, compound

HRID 2280074Notes

Reaction equation

HRID 2280074 reaction equation
[Si:1]([O:8][CH2:9][C:10]([CH2:27][O:28][Si:29]([C:32]([CH3:35])([CH3:34])[CH3:33])([CH3:31])[CH3:30])([CH2:17][CH:18]=[CH:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[Cl:26])[CH2:11][C:12]#[C:13][C:14](=[O:16])[CH3:15])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].CCOCC.CCCCCC>ClC1C=CC=CC=1Cl>[Si:1]([O:8][CH2:9][C:10]1([CH2:27][O:28][Si:29]([C:32]([CH3:35])([CH3:34])[CH3:33])([CH3:31])[CH3:30])[CH2:17][C:18]2=[CH:19][C:20]3[C:25]([C:13]([C:14](=[O:16])[CH3:15])=[C:12]2[CH2:11]1)=[CH:24][CH:23]=[CH:22][C:21]=3[Cl:26])([C:4]([CH3:5])([CH3:7])[CH3:6])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 21584099Diethylether hexaneHCID 86702747HCID 86702747, compound

Product 1

HCID 86702746HCID 86702746, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 72391,2-DichlorobenzeneSolvent

Procedure

To a 2-5 mL microwave irradiation vial equipped with a stir bar was added compound 4c (0.09 g, 0.17 mmol) in 1,2-dichlorobenzene (3 mL). The reaction was irradiated with stirring at 180° C. for 45 min until complete by TLC (Et2O/n-hexane 1:9). The solution was directly added to a silica gel column, which was eluted with n-hexane to separate the 1,2-dichlorobenzene and then Et2O/n-hexane 2:8 to collect the pure product. The title compound was isolated as a light yellow oil in a 92% yield (0.083 g).

Workup

  1. customTo a 2-5 mL microwave irradiation
  2. customvial equipped with a stir bar
  3. customThe reaction was irradiated
  4. additionThe solution was directly added to a silica gel column, which
  5. washwas eluted with n-hexane
  6. customto separate the 1,2-dichlorobenzene
  7. customEt2O/n-hexane 2:8 to collect the pure product

Sources & evidence

ORD record
ord-a29bdfe861494bea9fcf5062d7b4c338
Source dataset
uspto-grants-2015_09
Patent number
US09133234B2

Reaction notes

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