Carbon tetrabromide → HCID 21994134、化合物

HRID 1978307ノート

反応式

HRID 1978307 の反応式
O[CH2:2][CH:3]=[C:4]1[CH2:9][CH2:8][N:7]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:6][CH2:5]1.C(Br)(Br)(Br)[Br:18].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C(#N)C>[Br:18][CH2:2][CH:3]=[C:4]1[CH2:9][CH2:8][N:7]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:6][CH2:5]1

参加物

5

反応物 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 22594495tert-Butyl 4-(2-hydroxyethylidene)piperidine-1-carboxylate

生成物 1

HCID 21994134HCID 21994134、化合物

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

To a solution of 15.292 g (67.277 mM) of tert-butyl 4-(2-hydroxyethylidene)piperidine-1-carboxylate and 24.5 g (74.0 mM) of carbon tetrabromide in 150 ml of acetonitrile was added 19.4 g (74.0 mM) of triphenylphosphine at −78° C. Then, at room temperature, the mixture was stirred for 2 hours. This reaction mixture was distilled under reduced pressure to remove the solvent. To the residue was added diethyl ether, followed by stirring, and the resulting precipitate was filtered off and washed with diethyl ether. The filtrate and washes were pooled and the solvent was distilled under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=30/1 to 9/1) to provide the title compound.

後処理

  1. distillationThis reaction mixture was distilled under reduced pressure
  2. customto remove the solvent
  3. additionTo the residue was added diethyl ether
  4. stirringby stirring
  5. filtrationthe resulting precipitate was filtered off
  6. washwashed with diethyl ether
  7. distillationthe solvent was distilled under reduced pressure
  8. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=30/1 to 9/1)

出典と根拠

ORDレコード
ord-c139d4020c2144efbb2109e30047cf0b
出典データセット
uspto-grants-2001_05
特許番号
US06235731B1

反応ノート

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