Triphenylphosphine → HCID 21541001、化合物

HRID 1075844ノート

反応式

HRID 1075844 の反応式
[CH3:1][C:2]([CH3:14])([CH3:13])[C:3]([NH:5][C:6](=[O:12])[CH2:7][CH2:8][CH2:9][CH2:10][Br:11])=[O:4].[C:15]1([P:21]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C(#N)C>[Br-:11].[CH3:1][C:2]([CH3:14])([CH3:13])[C:3]([NH:5][C:6]([CH2:7][CH2:8][CH2:9][CH2:10][P+:21]([C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)=[O:12])=[O:4]

参加物

4

反応物 2

HCID 11776TriphenylphosphineHCID 21540995HCID 21540995、化合物

生成物 1

HCID 21541001HCID 21541001、化合物

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A solution of 1.82 g. (6.80 mmoles) of the N-trimethylacetyl-5-bromovaleramide prepared above and 2.67 g. (10.2 mmoles) of triphenylphosphine in 18 ml. of acetonitrile was heated to reflux under nitrogen for 96 hours. The solution was concentrated and the resultant solid was triturated with benzene (4x). The triturated solid was purified by silica gel column chromatography using first ethyl acetate to remove high Rf impurities then with a 9:1 mixture of methylene chloride:methanol. The salt, [4-trimethylacetylaminocarbonylbutyl]triphenylphosphonium bromide, was obtained as crystals from methylene chloride:ethyl acetate weighing 0.750 g. melting at 133.5°-138°.

後処理

  1. temperatureto reflux under nitrogen for 96 hours
  2. concentrationThe solution was concentrated
  3. customthe resultant solid was triturated with benzene (4x)
  4. customThe triturated solid was purified by silica gel column chromatography
  5. customto remove high Rf impurities
  6. additionwith a 9:1 mixture of methylene chloride

出典と根拠

ORDレコード
ord-64c9def88db5419ea21dc114c5ab8788
出典データセット
uspto-grants-1976_05
特許番号
US03954741

反応ノート

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