Diethyl Ether → HCID 13827301, compound

HRID 978665Notes

Reaction equation

HRID 978665 reaction equation
CN(C)CCCN[C:7]([C:9]1[CH:14]=[CH:13][C:12](/[CH:15]=[CH:16]/[C:17]2[CH:18]=[C:19]3[C:24](=[CH:25][CH:26]=2)[C:23](=[O:27])[NH:22][N:21]=[CH:20]3)=[CH:11][CH:10]=1)=[O:8].[CH3:29][N:30]([CH3:35])[CH2:31][CH2:32][CH2:33][OH:34].CCOCC>C1COCC1>[CH3:29][N:30]([CH3:35])[CH2:31][CH2:32][CH2:33][O:34][C:7]([C:9]1[CH:10]=[CH:11][C:12](/[CH:15]=[CH:16]/[C:17]2[CH:18]=[C:19]3[C:24](=[CH:25][CH:26]=2)[C:23](=[O:27])[NH:22][N:21]=[CH:20]3)=[CH:13][CH:14]=1)=[O:8]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 766463-(Dimethylamino)-1-propanolHCID 13827299HCID 13827299, compound

Product 1

HCID 13827301HCID 13827301, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The acid chloride (25 g) of Example 29 above was dissolved in THF (1250 ml) and 3-dimethylaminopropanol (250 ml) was added dropwise. After stirring overnight at room temperature ether (2 l) was added and the resulting precipitate was filtered. The crude ester (13.6 g) was purified via the hydrochloride salt, mp 288° C.

Workup

  1. additionwas added
  2. filtrationthe resulting precipitate was filtered
  3. customThe crude ester (13.6 g) was purified via the hydrochloride salt, mp 288° C.

Sources & evidence

ORD record
ord-36196aaaa4f94968a1fbfbf3c2ee2ae1
Source dataset
uspto-grants-1987_05
Patent number
US04665181

Reaction notes

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