Tetrahydrofuran → HCID 17954502, compound

HRID 747186Notes

Reaction equation

HRID 747186 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([CH:6]=[N:7][OH:8])=[CH:4][C:3]=1[F:11].[O:12]1C[CH2:15][CH2:14][CH2:13]1>>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]2[CH2:15][CH:14]([CH2:13][OH:12])[O:8][N:7]=2)=[CH:4][C:3]=1[F:11]

Participants

3

Reactant 2

HCID 8028TetrahydrofuranHCID 73014298HCID 73014298, compound

Product 1

HCID 17954502HCID 17954502, compound

Procedure

4-Bromo-3-fluoro-benzaldehyde oxime (55.7 g, 265.3 mmol) and ally alcohol (44 ml) were added to tetrahydrofuran (300 ml) and then bleach (1791 ml) was added. The reaction was stirred for four hours followed by extraction with tetrahydrofuran (2×200 ml). The organic layers were combined, dried over sodium sulfate, and concentrated in vacuo to give the desired product (66 g).

Workup

  1. additionwas added
  2. extractionfollowed by extraction with tetrahydrofuran (2×200 ml)
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-00b0de07e8674a689851b73143a1aba3
Source dataset
uspto-grants-2008_07
Patent number
US07396847B2

Reaction notes

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