Oxalyl chloride → HCID 59760053, 화합물

HRID 1879127노트

반응식

HRID 1879127 반응식
[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

참가 물질

5

반응물 2

HCID 65578Oxalyl chlorideHCID 59760044HCID 59760044, 화합물

생성물 1

HCID 59760053HCID 59760053, 화합물

시약·촉매·용매 2

HCID 6228Dimethylformamide촉매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d944e4fbab88449a94328e35cc37b5f9
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08314147B2

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