Methanol → HCID 69206248、化合物

HRID 1070730ノート

反応式

HRID 1070730 の反応式
[CH2:1]([N:4]1[CH2:9][CH2:8][CH:7]([C:10]2[CH:11]=[C:12](OS(C(F)(F)F)(=O)=O)[CH:13]=[CH:14][CH:15]=2)[CH2:6][CH2:5]1)[CH2:2][CH3:3].[CH2:24](N(CC)CC)C.[CH3:31][OH:32].[OH2:33]>CS(C)=O.CC([O-])=O.CC([O-])=O.[Pd+2].C1(P(C2C=CC=CC=2)CCCP(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[CH3:31][O:32][C:24](=[O:33])[C:12]1[CH:13]=[CH:14][CH:15]=[C:10]([CH:7]2[CH2:8][CH2:9][N:4]([CH2:1][CH2:2][CH3:3])[CH2:5][CH2:6]2)[CH:11]=1

参加物

8

反応物 4

HCID 887MethanolHCID 962WaterHCID 8471TriethylamineHCID 12988960HCID 12988960、化合物

生成物 1

HCID 69206248HCID 69206248、化合物

試薬・触媒・溶媒 3

HCID 812191,3-Bis(diphenylphosphino)propane触媒HCID 167845palladium(II) acetate触媒HCID 679Dimethyl Sulfoxide溶媒

実験手順

A mixture of trifluoro-methanesulfonic acid 3-(1-propyl-piperidin-4-yl)-phenyl ester (1.2 g), triethyl amine (0.9 g), MeOH (5.4 ml), Pd(OAc)2 (25 mg) and 1,3-bis(di-phenyl-phosphino)propane (45 mg) in 15 ml DMSO was stirred at room temperature for 15 min. A stream of CO (g) was passed through the solution for 4-5 min., and then the reaction vessel was placed under a sligthly positive pressure of CO (g). The temp was increased to 70° C. After 6 h the reaction was allowed to cool to r.t. Water was then added, and the aqueous solution was extracted with five portions of ethyl acetate and the combined organic phases were dried (MgSO4), and evaporated. The residue was chromathographed on a silica column using MeOH: CH2Cl2 (1:9 (v/v)) as eluent. The fractions containing pure titled compound were collected, and the solvent was removed in vacuum, affording 650 mg of the titled compound. (MS m/z (rel. intensity, 70 eV) 261 (M+, 5), 233 (16), 232 (bp), 161 (5), 70 (20)

後処理

  1. waitA stream of CO (g) was passed through the solution for 4-5 min.
  2. temperatureThe temp was increased to 70° C
  3. waitAfter 6 h the reaction was allowed
  4. temperatureto cool to r.t
  5. extractionthe aqueous solution was extracted with five portions of ethyl acetate
  6. dry with materialthe combined organic phases were dried (MgSO4)
  7. customevaporated
  8. additionThe fractions containing pure titled compound
  9. customwere collected
  10. customthe solvent was removed in vacuum

出典と根拠

ORDレコード
ord-60be999550ca444f98019a5a7a5bf0a1
出典データセット
uspto-grants-2005_06
特許番号
US06903120B2

反応ノート

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