Methanol → 6-cyano-7-fluoro-3,4-dihydro-2H-chromene-4-carboxylic acid

HRID 510605ノート

反応式

HRID 510605 の反応式
[C:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[F:13])[O:9][CH2:8][CH2:7][CH:6]2[C:14]([O:16]C)=[O:15])#[N:2].[OH-].[Na+].O.CO>C1COCC1.C(OCC)(=O)C.Cl>[C:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[F:13])[O:9][CH2:8][CH2:7][CH:6]2[C:14]([OH:16])=[O:15])#[N:2]

参加物

8

反応物 4

HCID 887MethanolHCID 962WaterHCID 14798Sodium HydroxideHCID 67080208Methyl 6-cyano-7-fluorochroman-4-carboxylate

生成物 1

HCID 670802696-cyano-7-fluoro-3,4-dihydro-2H-chromene-4-carboxylic acid収率 95.2%

試薬・触媒・溶媒 3

HCID 313Hydrochloric Acid溶媒HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Methyl 6-cyano-7-fluoro-3,4-dihydro-2H-chromene-4-carboxylate (45 mg, 0.19 mmol) was diluted with THF (1 mL) followed the addition of NaOH (0.19 mL, 0.96 mmol), 200 μL of water and methanol. After stirring for 3 hours, the reaction was diluted with ethyl acetate and 2N HCl. The layers were separated and the organic layer was dried over MgSO4, filtered and concentrated to yield the title compound (40 mg, 95% yield).

後処理

  1. customThe layers were separated
  2. dry with materialthe organic layer was dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-5fd46140a86b458fb43e39349ad87388
出典データセット
uspto-grants-2015_08
特許番号
US09096567B2

反応ノート

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