Delta-Valerolactone → HCID 13105375, 화합물

HRID 1981225노트

반응식

HRID 1981225 반응식
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]

참가 물질

6

반응물 3

HCID 10953Delta-ValerolactoneHCID 13105374HCID 13105374, 화합물HCID 178418339Butyllithium

생성물 1

HCID 13105375HCID 13105375, 화합물

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회HCID 8058Hexane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-be69411727394e9684c9ad04f10426a6
출처 데이터셋
uspto-grants-1985_04
특허 번호
US04513005

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