# US 4,400,524 A · Grignard reagents prepared from 5-halopentan-2-one propylene ketals

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- Number: US 4,400,524 A
- Document ID: US4400524A
- Status: Granted
- Kind: A
- Application number: 06/302,004
- Filed: 1981-09-15
- Granted: 1983-08-23
- Earliest claimed: 1979-02-12
- Assignees: The Upjohn Company
- Inventors: Joel E. Huber
- Web page: https://patentgrep.com/patent/US4400524A

## CPC

- C07J 1/0059: {substituted in position 17 by a keto group}
- C07C 45/673: {by change of size of the carbon skeleton}
- C07C 49/16: containing halogen
- C07C 53/128: the carboxylic group being bound to a carbon atom bound to at least two other carbon atoms, e.g. neo-acids
- C07C 57/30: containing six-membered aromatic rings
- C07C 59/82: the keto group being part of a ring
- C07D 319/06: not condensed with other rings
- C07F 3/02: Magnesium compounds
- C07J: STEROIDS (seco-steroids C07C)
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22)

## Abstract

A process for preparing 19-norandrostenedione. Also provides key intermediates of 19-norandrostenedione and methods for preparing them in high yields.

## Claims

### Claim 1

A compound selected from the group consisting of
wherein X is selected from the group consisting of bromine and chlorine.

### Claim 2 (depends on 1)

A compound of claim 1 wherein x is chlorine so that the specific embodiment is the Grignard reagent prepared from 5-chloropentan-2-one-2,2-dimethylpropylene ketal.

### Claim 3 (depends on 1)

A compound of claim 1 wherein X is bromine so that the specific embodiment is the Grignard reagent prepared from 5-bromopentan-2-one-2,2-dimethylpropylene ketal.