Morpholine → 4-[5-(1,1-Dimethoxyethyl)-2-methoxy-3-trifluoromethylphenyl]morpholine

HRID 249725

反応式

HRID 249725 の反応式
Br[C:2]1[CH:7]=[C:6]([C:8]([O:12][CH3:13])([O:10][CH3:11])[CH3:9])[CH:5]=[C:4]([C:14]([F:17])([F:16])[F:15])[C:3]=1[O:18][CH3:19].C1C=CC(P(C2C(C3C(P(C4C=CC=CC=4)C4C=CC=CC=4)=CC=C4C=3C=CC=C4)=C3C(C=CC=C3)=CC=2)C2C=CC=CC=2)=CC=1.[NH:66]1[CH2:71][CH2:70][O:69][CH2:68][CH2:67]1>>[CH3:11][O:10][C:8]([C:6]1[CH:5]=[C:4]([C:14]([F:17])([F:16])[F:15])[C:3]([O:18][CH3:19])=[C:2]([N:66]2[CH2:71][CH2:70][O:69][CH2:68][CH2:67]2)[CH:7]=1)([O:12][CH3:13])[CH3:9]

参加物

4

反応物 3

HCID 8083MorpholineHCID 634876Binap, (A+-)-HCID 580856971-Bromo-5-(1,1-dimethoxyethyl)-2-methoxy-3-trifluoromethylbenzene

生成物 1

HCID 580856994-[5-(1,1-Dimethoxyethyl)-2-methoxy-3-trifluoromethylphenyl]morpholine

実験手順

1-Bromo-5-(1,1-dimethoxyethyl)-2-methoxy-3-trifluoromethylbenzene (2 g) was initially introduced and argon was passed through with stirring for 0.5 h. Subsequently, the mixture was treated with Pd(II) acetate (13 mg), BINAP (54 mg) and sodium tertiary-butylate (784 mg), followed by morpholine (0.6 ml). The mixture obtained was stirred under argon at 85° C. for 8 h and after standing overnight at RT it was stirred at 85° C. for a further 8 h and allowed to stand overnight. The solvent was then stripped off and the residue was purified on silica gel (n-heptane-ethyl acetate gradient). 468 mg of the desired product were obtained.

後処理

  1. customThe mixture obtained
  2. stirringwas stirred under argon at 85° C. for 8 h
  3. waitafter standing overnight at RT
  4. stirringit was stirred at 85° C. for a further 8 h
  5. waitto stand overnight
  6. customthe residue was purified on silica gel (n-heptane-ethyl acetate gradient)

出典と根拠

ORDレコード
ord-60483acf475248b1b8834088ccafcae2
出典データセット
uspto-grants-2011_01
特許番号
US07863269B2

関連ノート

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