Acetic Anhydride → HCID 70601560, compound

HRID 1447578Notes

Reaction equation

HRID 1447578 reaction equation
[OH:1][CH2:2][C:3]([O:5][C@:6]1([C@:26]2([CH3:27])[C@H:12]([C@H:13]3[C@H:23]([CH2:24][CH2:25]2)[C@:21]2([CH3:22])[C:16](=[CH:17][C:18](=[O:28])[CH2:19][CH2:20]2)[CH2:15][CH2:14]3)[CH2:11][CH2:10]1)[C:7](=[O:9])[CH3:8])=[O:4].[C:29](OC(=O)C)(=[O:31])[CH3:30]>N1C=CC=CC=1>[C:29]([O:1][CH2:2][C:3]([O:5][C@:6]1([C@:26]2([CH3:27])[C@H:12]([C@H:13]3[C@H:23]([CH2:24][CH2:25]2)[C@:21]2([CH3:22])[C:16](=[CH:17][C:18](=[O:28])[CH2:19][CH2:20]2)[CH2:15][CH2:14]3)[CH2:11][CH2:10]1)[C:7](=[O:9])[CH3:8])=[O:4])(=[O:31])[CH3:30]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 70601525HCID 70601525, compound

Product 1

HCID 70601560HCID 70601560, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

The above alcohol is acetylated with acetic anhydride in pyridine to give 17α-acetoxyacetoxypregn-4-ene-3,20-dione, which shows the following significant NMR signals: δ(ppm) 0.69 (s, 3H, H-18), 1.19 (s, 3H, H-19), 2.07 and 2.17 (singlets, 3H each, 2-COCH3), ##STR28## 5.76 (broad s, 1H, H-4).

Sources & evidence

ORD record
ord-f19aaa42b03a4fc5b778e343a42e1b41
Source dataset
uspto-grants-1979_12
Patent number
US04177269

Reaction notes

Loading…