Sodium borohydride → 6-(1-Hydroxyprop-1-yl)-2-methyl-1,4-benzoxazin-3-(4h)-one

HRID 840367Notes

Reaction equation

HRID 840367 reaction equation
[C:1]([C:5]1[CH:6]=[CH:7][C:8]2[O:13][CH:12]([CH3:14])[C:11](=[O:15])[NH:10][C:9]=2[CH:16]=1)(=[O:4])[CH2:2][CH3:3].[BH4-].[Na+]>C(O)C.C1COCC1>[OH:4][CH:1]([C:5]1[CH:6]=[CH:7][C:8]2[O:13][CH:12]([CH3:14])[C:11](=[O:15])[NH:10][C:9]=2[CH:16]=1)[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 22623065HCID 22623065, compound

Product 1

HCID 226230436-(1-Hydroxyprop-1-yl)-2-methyl-1,4-benzoxazin-3-(4h)-oneYield 95%

Reagents, catalysts & solvents 1

HCID 21873804Tetrahydrofuran ethanolSolvent

Procedure

6-(Propionyl)-2-methyl-1,4-benzoxazin-3-(4H)-one (1.1 g) is stirred with a half equivalent of sodium borohydride in 30 ml of ethanol/THF 1:1 for three hours at room temperature. The mixture is poured onto water, extracted with ethyl acetate, the organic phase is dried with magnesium sulfate and concentrated by evaporation. A yield of 95% results.

Workup

  1. additionThe mixture is poured onto water
  2. extractionextracted with ethyl acetate
  3. dry with materialthe organic phase is dried with magnesium sulfate
  4. concentrationconcentrated by evaporation
  5. customA yield of 95% results

Sources & evidence

ORD record
ord-7c288a0a8602452099e043334a01f3dd
Source dataset
uspto-grants-2002_04
Patent number
US06365736B1

Reaction notes

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