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Hydrochloric Acid → 4-(2-Chloro-4-fluorophenoxy)piperidine

HRID 968772
ノート
印刷プレビュー

反応式

HRID 968772 の反応式
CCOC(/N=N/C(OCC)=O)=O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Cl:32][C:33]1[CH:38]=[C:37]([F:39])[CH:36]=[CH:35][C:34]=1[OH:40].C(OC([N:48]1[CH2:53][CH2:52][CH:51](O)[CH2:50][CH2:49]1)=O)(C)(C)C.Cl>C1COCC1>[Cl:32][C:33]1[CH:38]=[C:37]([F:39])[CH:36]=[CH:35][C:34]=1[O:40][CH:51]1[CH2:52][CH2:53][NH:48][CH2:49][CH2:50]1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 11776TriphenylphosphineHCID 748142-Chloro-4-fluorophenolHCID 643502Tert-butyl 4-hydroxypiperidine-1-carboxylateHCID 5462977Diethyl azodicarboxylate

生成物 1

HCID 223974264-(2-Chloro-4-fluorophenoxy)piperidine収率 85.9%

試薬・触媒・溶媒

1
HCID 8028Tetrahydrofuran溶媒

実験手順

DEAD (0.90 ml) was added to a solution of triphenylphosphine (1.44 g), 2-chloro-4-fluorophenol (0.806 g) and 4-hydroxy-piperidine-1-carboxylic acid tert-butyl ester (1.0 g) in THF at RT. The reaction was stirred for 16 hrs, HCl (2 ml, 4M in dioxan) added and the mixture stirred at RT for 16 hrs. The mixture was then evaporated to dryness, triethylamine (5 ml) added, re-evaporated, dissolved in methanol (10 ml) and placed on to a SCX cartridge (Varian, 10 g), eluted first with methanol then with 10% NH3 in methanol. The basic fractions were combined and evaporated to give the sub-title compound as an oil (0.98 g)

後処理

  1. stirringthe mixture stirred at RT for 16 hrs
  2. customThe mixture was then evaporated to dryness, triethylamine (5 ml)
  3. additionadded
  4. customre-evaporated
  5. dissolutiondissolved in methanol (10 ml)
  6. washeluted first with methanol
  7. customevaporated

出典と根拠

ORDレコード
ord-c912137ede5e48f99a0c6274530d5ea2
出典データセット
uspto-grants-2007_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07304077B2

反応ノート

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