Oxalyl chloride → HCID 59760053、化合物

HRID 1879127ノート

反応式

HRID 1879127 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:8][O:9][C:10]2[CH:11]=[CH:12][C:13]([CH3:19])=[C:14]([CH:18]=2)[C:15](O)=[O:16])[CH:5]=[CH:6][CH:7]=1.C(Cl)(=O)C([Cl:23])=O>CN(C=O)C.C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:8][O:9][C:10]2[CH:11]=[CH:12][C:13]([CH3:19])=[C:14]([CH:18]=2)[C:15]([Cl:23])=[O:16])[CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 2

HCID 65578Oxalyl chlorideHCID 59760044HCID 59760044、化合物

生成物 1

HCID 59760053HCID 59760053、化合物

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide触媒HCID 6344Dichloromethane溶媒

実験手順

DMF (1 drop) was added to a suspension of 5-{[(3-chlorophenyl)methyl]oxy}-2-methylbenzoic acid from the preparation of Intermediate 85 as described above (200 mg, 0.72 mmol) and oxalyl chloride (95 ul, 1.08 mmol, 1.5 eq) in DCM (5 ml). The resulting mixture was stirred at room temperature for 1 hour. The reaction mixture was then evaporated to dryness and azeotroped with toluene (2×50 ml). The organic layer was separated, dried and evaporated in vacuo to afford the title compound as a yellow solid, 213 mgs. No further purification carried out. LCMS sample dissolved in methanol, MS (ES+) m/z 291 [M+H]+ (C16H1535ClO3), corresponding to methyl ester generated from acid chloride.

後処理

  1. customThe reaction mixture was then evaporated to dryness
  2. customazeotroped with toluene (2×50 ml)
  3. customThe organic layer was separated
  4. customdried
  5. customevaporated in vacuo

出典と根拠

ORDレコード
ord-d944e4fbab88449a94328e35cc37b5f9
出典データセット
uspto-grants-2012_11
特許番号
US08314147B2

反応ノート

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