Sodium borohydride → HCID 131715958, compound

HRID 1904575Notes

Reaction equation

HRID 1904575 reaction equation
[Si:1]([C@:8]1([OH:19])[C@H:15]([CH3:16])[O:14][C@@H:11]([O:12][CH3:13])[CH2:10][C@@H:9]1[CH:17]=[O:18])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[BH4-].[Na+]>CO>[Si:1]([C@:8]1([OH:19])[C@H:15]([CH3:16])[O:14][C@@H:11]([O:12][CH3:13])[CH2:10][C@@H:9]1[CH2:17][OH:18])([C:4]([CH3:7])([CH3:5])[CH3:6])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 131715959HCID 131715959, compound

Product 1

HCID 131715958HCID 131715958, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.2 g (4.15 mmoles) of 13 dissolved in 50 ml of methanol was reduced with sodium borohydride (0.1 g) at 0° C. for 20 minutes. The excess sodium borohydride was consumed by the addition of acetone. After addition of 25 ml of water the solution was neutralized with acetic acid and then extracted with methylene chloride. The organic extracts were evaporated to dryness to give 1.2 g (100%) of 14.

Workup

  1. customThe excess sodium borohydride was consumed by the addition of acetone
  2. additionAfter addition of 25 ml of water the solution
  3. extractionextracted with methylene chloride
  4. customThe organic extracts were evaporated to dryness

Sources & evidence

ORD record
ord-653bf2c5793e42818f5a4bd36ffb99ec
Source dataset
uspto-grants-1989_06
Patent number
US04839346

Reaction notes

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