HCID 615574, compound → HCID 53663034, compound

HRID 1741565Notes

Reaction equation

HRID 1741565 reaction equation
[CH:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]=[CH:10][C:11]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[N:14]=[CH:13][CH:12]=2)=[CH:5][CH:4]=1)=[O:2].[BH4-].[Na+]>CO.CCOCC>[OH:2][CH2:1][C:3]1[CH:4]=[CH:5][C:6]([CH:9]=[CH:10][C:11]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[N:14]=[CH:13][CH:12]=2)=[CH:7][CH:8]=1

Participants

5

Reactant 2

HCID 615574HCID 615574, compoundHCID 4311764Sodium borohydride

Product 1

HCID 53663034HCID 53663034, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3283Diethyl EtherSolvent

Procedure

A 50 mL solution of (1) in MeOH was cooled to 0° C. and NaBH4 (2 molar excess) was added. Stirring continued for 20 minutes at a temperature of about 0° to 20° C. The reaction mixture was diluted with Et2O, filtered through a thin layer of SiO2 and evaporated to provide a 1.59 g (≈100%) yield of (2).

Workup

  1. filtrationfiltered through a thin layer of SiO2
  2. customevaporated

Sources & evidence

ORD record
ord-e8710cfd673844eaa53723d19b7f5663
Source dataset
uspto-grants-1994_08
Patent number
US05334485

Reaction notes

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