Sodium borohydride → HCID 15857587, compound

HRID 1384446Notes

Reaction equation

HRID 1384446 reaction equation
[CH:1]([CH2:3][CH2:4][CH2:5][C:6]1[CH:11]=[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)[N:9]=[C:8]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=2)[CH:7]=1)=[O:2].[BH4-].[Na+]>C(O)C.[Cl-].[Na+].O>[OH:2][CH2:1][CH2:3][CH2:4][CH2:5][C:6]1[CH:7]=[C:8]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=2)[N:9]=[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)[CH:11]=1

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 15857586HCID 15857586, compound

Product 1

HCID 15857587HCID 15857587, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 57417360Sodium chloride; waterSolvent

Procedure

the aldehyde (19) (0.303 gm., 1 mmol) was dissolved in absolute ethanol (5 mL) and sodium borohydride (0.05 gm., 1 mmol) was added at room temperature. After stirring for 30 min. the mixture was poured into 10 mL brine and extracted with CH2Cl2 (3×10 mL). The extracts were dried over MgSO4 and evaporated to dryness to yield the desired alcohol (20) (0.264 gm., 0.86 mmol, 86%).

Workup

  1. extractionextracted with CH2Cl2 (3×10 mL)
  2. dry with materialThe extracts were dried over MgSO4
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-a9e8fa367b1f4104a5029b79ae90a898
Source dataset
uspto-grants-2001_07
Patent number
US06258941B1

Reaction notes

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