Carbon Dioxide → 3,6-Difluoro-2-methoxybenzoic acid

HRID 508189ノート

反応式

HRID 508189 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[O:9][CH3:10].[Li+].CC([N-]C(C)C)C.[Li]CCCC.C(NC(C)C)(C)C.[C:31](=[O:33])=[O:32].OS(O)(=O)=O>C1COCC1.C(OCC)C>[F:1][C:2]1[C:3]([O:9][CH3:10])=[C:4]([C:5]([F:8])=[CH:6][CH:7]=1)[C:31]([OH:33])=[O:32]

参加物

9

反応物 6

HCID 280Carbon DioxideHCID 1118Sulfuric AcidHCID 7912DiisopropylamineHCID 2724682Lithium diisopropylamideHCID 27249892,5-DifluoroanisoleHCID 178418339Butyllithium

生成物 1

HCID 160942453,6-Difluoro-2-methoxybenzoic acid

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of 1,4-difluoro-2-methoxybenzene (i-6a) (2.88 g, 20 mmol) in THF (5 mL) was added to a solution of LDA freshly prepared from n-BuLi (10M solution in hexane, 2.2 mL, 22 mmol) and diisopropylamine (2.28 g, 22.8 mmol) in THF (20 mL) at −60° C. After 30 min, a freshly prepared solution of CO2 in diethyl ether (20 mL) was quickly added. Then aq. H2SO4 was added, and the resulting precipitate was collected and washed with H2O, and dried to give the title compound (i-6b) as white crystals. LCMS (ESI) calc'd for C8H6F2O3 [M+H]+: 189. found: 189.

後処理

  1. customthe resulting precipitate was collected
  2. washwashed with H2O
  3. customdried

出典と根拠

ORDレコード
ord-5aafd660425941529d5bb7699d4bd151
出典データセット
uspto-grants-2015_08
特許番号
US09095583B2

反応ノート

読み込み中…