Dodecanoyl chloride → HCID 19019876, compound

HRID 488227Notes

Reaction equation

HRID 488227 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)C1OC=C(C=O)C=1)C.C[Si](C1C=COC=1C=O)(C)C.[C:42](Cl)(=[O:54])[CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH3:53]>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:42](=[O:54])[CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH3:53]

Participants

6

Reactant 4

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

Product 1

HCID 19019876HCID 19019876, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

4-(1,2-Dihydroxyethyl)-2-triethylsilylfuran (prepared substantially as described above using 5-triethylsilyl-3-furaldehyde in place of the corresponding trimethylsilyl furaldehyde) is reacted with dodecanoyl chloride in the presence of triethylamine to give 4-(1-hydroxy-2-dodecanoyloxyethyl)-2-triethylsilylfuran. Treating this 1-hydroxy compound with acetic anhydride and pyridine gives 4-(1-acetoxy-2-dodecanoyl-oxyethyl)-2-triethylsilylfuran.

Sources & evidence

ORD record
ord-9b7dec9a1b4e4492bca6710952534c2d
Source dataset
uspto-grants-1994_03
Patent number
US05298633

Reaction notes

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