Ethyl acetate hexane → HCID 71729795, compound

HRID 2280085Notes

Reaction equation

HRID 2280085 reaction equation
[Si:1]([O:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]#[C:17][C:18](=[O:30])[CH2:19][CH2:20]/[CH:21]=[CH:22]/[C:23]2[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=2)=[CH:12][CH:11]=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][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[C:28]3[C:23](=[CH:24][CH:25]=[C:26]([Cl:29])[CH:27]=3)[CH:22]=[C:21]3[CH2:20][CH2:19][C:18](=[O:30])[C:17]=23)=[CH:12][CH:11]=1)([C:4]([CH3:6])([CH3:7])[CH3:5])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 21226206Ethyl acetate hexaneHCID 86702753HCID 86702753, compound

Product 1

HCID 71729795HCID 71729795, compound

Reagents, catalysts & solvents 1

HCID 72391,2-DichlorobenzeneSolvent

Procedure

To a 10-20 mL microwave irradiation vial equipped with a stir bar was added compound 14b (0.18 g, 0.41 mmol) in 1,2-dichlorobenzene (10 mL). The reaction was irradiated with stirring at 225° C. for 60 min until complete by TLC (AcOEt/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 AcOEt/n-hexane 1:9 to collect the pure product. The title compound was isolated as a white solid in a quantitative yield (0.19 g).

Workup

  1. customTo a 10-20 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 1:9 to collect the pure product

Sources & evidence

ORD record
ord-5f24d069a2754288b2d32d4955e04dcc
Source dataset
uspto-grants-2015_09
Patent number
US09133234B2

Reaction notes

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