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Sulfuric Acid → HCID 16094239、化合物

HRID 508190
ノート
印刷プレビュー

反応式

HRID 508190 の反応式
[F:1][C:2]1[C:3]([O:12][CH3:13])=[C:4]([C:8]([F:11])=[CH:9][CH:10]=1)[C:5]([OH:7])=[O:6].[Li+].CC([N-]C(C)C)C.C(NC(C)C)(C)C.[Li]CCCC.[B:34](OCC)([O:38]CC)[O:35]CC.OS(O)(=O)=O>C1COCC1>[B:34]([C:10]1[CH:9]=[C:8]([F:11])[C:4]([C:5]([OH:7])=[O:6])=[C:3]([O:12][CH3:13])[C:2]=1[F:1])([OH:38])[OH:35]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 6

HCID 1118Sulfuric AcidHCID 7912DiisopropylamineHCID 9009Triethyl borateHCID 2724682Lithium diisopropylamideHCID 160942453,6-Difluoro-2-methoxybenzoic acidHCID 178418339Butyllithium

生成物 1

HCID 16094239HCID 16094239、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of 3,6-difluoro-2-methoxybenzoic acid (i-6b) (0.94 g, 5 mmol) in THF (5 mL) at −70° C. was added a solution of LDA [freshly prepared from diisopropylamine (1.51 g, 15 mmol) and n-BuLi (10M solution in hexane, 1.5 mL, 15 mol) in THF (15 mL). The resultant solution was stirred for 15 mins, followed by the addition of B(OEt)3 (1.46 g, 10 mmol). The mixture was stirred for 15 mins and then hydrolyzed with dilute aq. H2SO4. The organic phase was separated and the aqueous layer was extracted with Et2O. The combined organics were concentrated and the residue solid was washed with H2O and hexane, dried to give the title compound as white crystals. LCMS (ESI) calc'd for C8H7BF2O5 [M+H]+: 233. found: 233.

後処理

  1. customThe organic phase was separated
  2. extractionthe aqueous layer was extracted with Et2O
  3. concentrationThe combined organics were concentrated
  4. washthe residue solid was washed with H2O and hexane
  5. customdried

出典と根拠

ORDレコード
ord-b6f5f043948143d59c16cb465ffc0948
出典データセット
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09095583B2

反応ノート

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