Ethyl acetate hexane → HCID 86702751, compound

HRID 2280084Notes

Reaction equation

HRID 2280084 reaction equation
[Si:1]([O:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]#[C:19][C:20](=[O:32])[CH2:21][CH2:22]/[CH:23]=[CH:24]/[C:25]2[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][CH:26]=2)=[CH:14][CH:13]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].CCOC(C)=O.CCCCCC>ClC1C=CC=CC=1Cl>[Si:1]([O:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[C:26]3[C:25](=[CH:30][CH:29]=[C:28]([Cl:31])[CH:27]=3)[CH:24]=[C:23]3[CH2:22][CH2:21][C:20](=[O:32])[C:19]=23)=[CH:14][CH:13]=1)([C:4]([CH3:6])([CH3:7])[CH3:5])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 21226206Ethyl acetate hexaneHCID 86702752HCID 86702752, compound

Product 1

HCID 86702751HCID 86702751, compoundYield 89%

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 14a (0.057 g, 0.12 mmol) in 1,2-dichlorobenzene (2 mL). The reaction was irradiated with stirring at 225° C. for 60 min until complete by TLC (AcOEt/n-hexane 2:8). The solution was directly added to a silica gel column, which was eluted with n-hexane to separate the 1,2-dichlorobenzene and then AcOEt/n-hexane 2.5:8.5 to collect the pure product. The title compound was isolated as a yellow solid in an 89% yield (0.050 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. customAcOEt/n-hexane 2.5:8.5 to collect the pure product

Sources & evidence

ORD record
ord-e1ba7b2d1ec4423eb801d294fa51b754
Source dataset
uspto-grants-2015_09
Patent number
US09133234B2

Reaction notes

Loading…