Ethyl acetate hexane → HCID 86702742, compound

HRID 2280072Notes

Reaction equation

HRID 2280072 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]=[CH:9][CH2:10][C:11]1([CH2:19][C:20]#[C:21][C:22](=[O:24])[CH3:23])[CH2:16][O:15][C:14]([CH3:18])([CH3:17])[O:13][CH2:12]1.CCOC(C)=O.CCCCCC>ClC1C=CC=CC=1Cl>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]2[C:3]=1[CH:8]=[C:9]1[CH2:10][C:11]3([CH2:12][O:13][C:14]([CH3:18])([CH3:17])[O:15][CH2:16]3)[CH2:19][C:20]1=[C:21]2[C:22](=[O:24])[CH3:23]

Participants

4

Reactant 2

HCID 21226206Ethyl acetate hexaneHCID 86702743HCID 86702743, compound

Product 1

HCID 86702742HCID 86702742, compoundYield 85%

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 4a (0.105 g, 0.30 mmol) in 1,2-dichlorobenzene (5 mL). The reaction was irradiated with stirring at 180° C. for 45 min until complete by TLC (AcOEt/n-hexane 3:7). 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 2:8 to collect the pure product. The title compound was isolated as a light yellow solid in an 85% yield (0.088 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 2:8 to collect the pure product

Sources & evidence

ORD record
ord-a14d06e7a6ba42deb7bc294a0bd001c7
Source dataset
uspto-grants-2015_09
Patent number
US09133234B2

Reaction notes

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