Dodecanoyl chloride → HCID 19885924, compound

HRID 654969Notes

Reaction equation

HRID 654969 reaction equation
[OH:1][CH:2]([C:5]1[CH:6]=[C:7]([Si:10]([CH2:15][CH3:16])([CH2:13][CH3:14])[CH2:11][CH3:12])[O:8][CH:9]=1)[CH2:3][OH:4].C([Si](CC)(CC)[C:20]1OC=[C:22]([CH:25]=[O:26])[CH:21]=1)C.C[Si](C1C=COC=1C=O)(C)C.C([Si](Cl)(CC)CC)C.[C:50](Cl)(=O)[CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58]CCC>C(N(CC)CC)C>[OH:1][CH:2]([C:5]1[CH:6]=[C:7]([Si:10]([CH2:13][CH3:14])([CH2:11][CH3:12])[CH2:15][CH3:16])[O:8][CH:9]=1)[CH2:3][O:4][C:25](=[O:26])[CH2:22][CH2:21][CH2:20][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH3:58]

Participants

7

Reactant 5

HCID 8166Dodecanoyl chlorideHCID 13819ChlorotriethylsilaneHCID 108784383-Furancarboxaldehyde, 5-(triethylsilyl)-2×HCID 15037119HCID 15037119, compoundHCID 54351447HCID 54351447, compound

Product 1

HCID 19885924HCID 19885924, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

4-(1,2-Dihydroxyethyl)-2-triethylsilylfuran (prepared by the procedure of Example 1 using 5-triethylsilyl-3-furaldehyde in place of the corresponding trimethylsilyl furaldehyde and preparing the 5-triethylsilyl-3-furaldehyde by the alternative procedure using triethylsilyl Chloride) is reacted with dodecanoyl chloride in the presence of triethylamine to give 4-(1-hydroxy-2-tridecanoyloxyethyl)-2-triethylsilylfuran. Treating this 1-hydroxy compound with acetic anhydride and pyridine gives 4-(1-acetoxy-2-tridecanoyl-oxyethyl)-2-triethylsilylfuran.

Sources & evidence

ORD record
ord-0a07fedcf59643eaa887dc1ec60c7a26
Source dataset
uspto-grants-1992_07
Patent number
US05134128

Reaction notes

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