Water → 6-Bromo-7-hydroxy-4-(hydroxymethyl)-2H-1-benzopyran-2-one

HRID 993355Notes

Reaction equation

HRID 993355 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[OH:12])[O:8][C:7](=[O:13])[CH:6]=[C:5]2[CH2:14]Cl.[OH2:16]>>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[OH:12])[O:8][C:7](=[O:13])[CH:6]=[C:5]2[CH2:14][OH:16]

Participants

3

Reactant 2

HCID 962WaterHCID 184103446-Bromo-4-(chloromethyl)-7-hydroxy-2H-1-benzopyran-2-one

Product 1

HCID 184103576-Bromo-7-hydroxy-4-(hydroxymethyl)-2H-1-benzopyran-2-oneYield 98%

Procedure

A suspension of 291.7 mg (1.008 mmol) of compound 11 in water (50 mL) was refluxed for 14 hours. The resulting solution was cooled and evaporated to give 268.7 mg (0.9913 mmol, 98% yield) of compound 14 as a solid, pure enough to use in the next step without further purification. 1H NMR (CD3OD) δ 7.83 (1H, s), 6.86 (1H, s), 6.40 (1H, s), 4.78 (2H, s).

Workup

  1. temperaturewas refluxed for 14 hours
  2. temperatureThe resulting solution was cooled
  3. customevaporated

Sources & evidence

ORD record
ord-02fe439efbc94df5a379ee332120661a
Source dataset
uspto-grants-2002_10
Patent number
US06472541B2

Reaction notes

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