Sodium borohydride → HCID 68129170, compound

HRID 1657359Notes

Reaction equation

HRID 1657359 reaction equation
[C:1]([C:3](=[C:7]1[C@:24]2([CH3:25])[C@H:10]([C@H:11]3[C@H:21]([CH2:22][CH2:23]2)[C@:19]2([CH3:20])[C:14](=[CH:15][C:16](=[O:26])[CH:17]=[CH:18]2)[CH2:13][CH2:12]3)[CH2:9][CH2:8]1)[C:4]([OH:6])=[O:5])#[N:2].[BH4-].[Na+]>CO>[C:1]([CH:3]([C@@H:7]1[C@:24]2([CH3:25])[C@H:10]([C@H:11]3[C@H:21]([CH2:22][CH2:23]2)[C@:19]2([CH3:20])[C:14](=[CH:15][C:16](=[O:26])[CH:17]=[CH:18]2)[CH2:13][CH2:12]3)[CH2:9][CH2:8]1)[C:4]([OH:6])=[O:5])#[N:2]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 68128471HCID 68128471, compound

Product 1

HCID 68129170HCID 68129170, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5.2 g. of the methyl ester of 20-cyano-3-oxo-1,4,17(20)-pregnatriene-21-oic acid is reacted, under the conditions indicated in Example 9(b), in 150 ml. of methanol at 0° C. with 200 mg. of sodium borohydride. After a reaction time of 7 hours, the reaction mixture is worked up as described in Example 9(b), and after recrystallization from methanol, 4.92 g. of the methyl ester of 20-cyano-3-oxo-1,4-pregnadiene-21-oic acid is produced, m.p. 208°-210° C.

Workup

  1. customat 0° C.
  2. customAfter a reaction time of 7 hours
  3. customafter recrystallization from methanol, 4.92 g

Sources & evidence

ORD record
ord-91ad46e4f71b40fbbd9fc022d6e80560
Source dataset
uspto-grants-1976_06
Patent number
US03960842

Reaction notes

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