Delta-Valerolactone → HCID 13105375、化合物

HRID 1981225ノート

反応式

HRID 1981225 の反応式
C([Li])CCC.[C:6]1([P:12](=[O:30])([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[C:31]1(=[O:37])[O:36][CH2:35][CH2:34][CH2:33][CH2:32]1>CCCCCC.O1CCCC1>[OH:37][CH2:31][CH2:32][CH2:33][CH2:34][C:35]([CH:13]([P:12](=[O:30])([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])=[O:36]

参加物

6

反応物 3

HCID 10953Delta-ValerolactoneHCID 13105374HCID 13105374、化合物HCID 178418339Butyllithium

生成物 1

HCID 13105375HCID 13105375、化合物

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒2 回HCID 8058Hexane溶媒

実験手順

1.6M n-Butyl lithium solution in hexane (56 ml) was added to a stirred solution of the phosphine oxide (31.0 g) in dry tetrahydrofuran (400 ml) at -40° to -45° C. under nitrogen. The deep orange solution was stirred for 10 minutes at -40° to -50° C., then a solution of valerolactone (9.0 g) in dry tetrahydrofuran was added. The pale solution was allowed to warm to room temperature, poured on to ice and extracted with ether. The extract was dried and evaporated and the residue was crystallised from ether-petroleum spirit to give 1-(5-hydroxypentanoyl)undecyl-diphenylphosphine oxide, m.p. 70° C.

後処理

  1. additionpoured on to ice
  2. extractionextracted with ether
  3. customThe extract was dried
  4. customevaporated
  5. customthe residue was crystallised from ether-petroleum spirit

出典と根拠

ORDレコード
ord-be69411727394e9684c9ad04f10426a6
出典データセット
uspto-grants-1985_04
特許番号
US04513005

反応ノート

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