Benzoyl chloride → HCID 70519297, compound

HRID 1902612Notes

Reaction equation

HRID 1902612 reaction equation
[OH:1][C@@H:2]([CH2:23][O:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)/[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:31](Cl)(=[O:38])[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1>N1C=CC=CC=1>[C:31]([O:1][C@@H:2]([CH2:23][O:24][C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1)/[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:38])[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 12767311HCID 12767311, compound

Product 1

HCID 70519297HCID 70519297, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Analogously to Example 1(a), 5 g of (1S,5R,6R,7R)-6-[(E)-(3R)-3-hydroxy-4-phenoxy-1-butenyl]-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one, 22 ml of pyridine, and 2.84 g of benzoyl chloride yield 6.1 g of the title compound as a colorless oil.

Sources & evidence

ORD record
ord-a0bdaa66d8cb49d992c04035ab210072
Source dataset
uspto-grants-1982_12
Patent number
US04364951

Reaction notes

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