Benzoyl chloride → HCID 22822268, compound

HRID 1902614Notes

Reaction equation

HRID 1902614 reaction equation
[OH:1][C@@H:2]([CH:23]([CH3:28])[CH2:24][CH2:25][CH2:26][CH3:27])/[CH:3]=[CH:4]/[C@H:5]1[C@H:12]([O:13][C:14](=[O:21])[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:11][C@H:10]2[C@@H:6]1[CH2:7][C:8](=[O:22])[O:9]2.[C:29](Cl)(=[O:36])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>N1C=CC=CC=1>[C:29]([O:1][C@@H:2]([CH:23]([CH3:28])[CH2:24][CH2:25][CH2:26][CH3:27])/[CH:3]=[CH:4]/[C@H:5]1[C@H:12]([O:13][C:14](=[O:21])[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH2:11][C@H:10]2[C@@H:6]1[CH2:7][C:8](=[O:22])[O:9]2)(=[O:36])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 68460771HCID 68460771, compound

Product 1

HCID 22822268HCID 22822268, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

In analogy to Example 1(a), 1.7 g of (1S,5R,6R,7R)-6-[(E)-(3S,4RS)-3-hydroxy-4-methyl-1-octenyl]-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one, 8 ml of pyridine, and 1 ml of benzoyl chloride yield 2.06 g of the dibenzoate as a colorless oil.

Sources & evidence

ORD record
ord-6ab3e0ae0f5d454db9006471da6a964b
Source dataset
uspto-grants-1982_12
Patent number
US04364951

Reaction notes

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