Dicyclohexylcarbodiimide → 1-[4-(Morpholino)butyryloxy]-3-(4-fluorophenyl-1-methylbutyl)-trimethyl-6a,7,8,10a-tetrahydrodibenzo [b,d]pyran hydrobromide

HRID 2398896노트

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HRID 2398896 반응식
[OH:1][C:2]1[C:11]2[CH:10]3[CH:12]=[CH:13][CH2:14][CH2:15][CH:9]3[CH:8]([CH3:16])[O:7][C:6]=2[C:5]([CH3:17])=[C:4]([C:18]([C:23]2[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=2)([CH3:22])[CH2:19][CH2:20][CH3:21])[C:3]=1[CH3:30].[BrH:31].[O:32]1[CH2:37][CH2:36][N:35]([CH2:38][CH2:39][CH2:40][C:41](O)=[O:42])[CH2:34][CH2:33]1.C1(N=C=NC2CCCCC2)CCCCC1>C(Cl)Cl>[BrH:31].[O:32]1[CH2:37][CH2:36][N:35]([CH2:38][CH2:39][CH2:40][C:41]([O:1][C:2]2[C:11]3[CH:10]4[CH:12]=[CH:13][CH2:14][CH2:15][CH:9]4[CH:8]([CH3:16])[O:7][C:6]=3[C:5]([CH3:17])=[C:4]([C:18]([C:23]3[CH:24]=[CH:25][C:26]([F:29])=[CH:27][CH:28]=3)([CH3:22])[CH2:19][CH2:20][CH3:21])[C:3]=2[CH3:30])=[O:42])[CH2:34][CH2:33]1

참가 물질

5

반응물 3

HCID 10868DicyclohexylcarbodiimideHCID 68121683gamma-Morpholinobutyric acid hydrobromideHCID 681217831-Hydroxy-3-(4-fluorophenyl-1-methylbutyl)-trimethyl-6a,7,8,10a-tetrahydrodibenzo[b,d] pyran

생성물 1

HCID 867347831-[4-(Morpholino)butyryloxy]-3-(4-fluorophenyl-1-methylbutyl)-trimethyl-6a,7,8,10a-tetrahydrodibenzo [b,d]pyran hydrobromide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

3.54 g. (11.27 mmole) of 1-Hydroxy-3-(4-fluorophenyl-1-methylbutyl)-trimethyl-6a,7,8,10a-tetrahydrodibenzo[b,d] pyran, 2.86 g. (11.27 mmole) of γ-morpholinobutyric acid hydrobromide and 2.50 g. (12.12 mole) of dicyclohexylcarbodiimide are combined in 200 ml. of methylene chloride and stirred at room temperature for 24 hours. The reaction mixture is cooled and the by-product of dicyclohexylurea is removed by filtration. The volume of methylene chloride is removed by filtration. The volume of methylene chloride is reduced and 25 ml. of cyclohexane is added. The mixture is cooled and the small amount of solid which forms is removed by filtration. All solvents are removed on a rotary evaporator and the residue is dried in vacuo. The resulting material is dissolved in a mixture of benzene and ether and placed in cold storage to yield the crystalline product.

후처리

  1. temperatureThe reaction mixture is cooled
  2. customthe by-product of dicyclohexylurea is removed by filtration
  3. customThe volume of methylene chloride is removed by filtration
  4. additionof cyclohexane is added
  5. temperatureThe mixture is cooled
  6. customthe small amount of solid which forms is removed by filtration
  7. customAll solvents are removed on a rotary evaporator
  8. customthe residue is dried in vacuo
  9. dissolutionThe resulting material is dissolved in a mixture of benzene and ether
  10. customto yield the crystalline product

출처 및 근거

ORD 기록
ord-e3802c3afa5140548a884e230ee39227
출처 데이터셋
uspto-grants-1977_05
특허 번호
US04025630

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