Water → 8-(2-Cyclopentyl-ethylidene)-1,4-dioxa-spiro[4.5]decane

HRID 2392763노트

반응식

HRID 2392763 반응식
Cl.[CH:2]1([CH2:7][CH2:8][CH:9]2[CH2:14][CH2:13][C:12](C3C=CC=C(OC)C=3)([OH:15])[CH:11](CN(C)C)[CH2:10]2)[CH2:6][CH2:5][CH2:4][CH2:3]1.[CH3:28][C:29]([O-:32])(C)C.[K+].O1C2(CCC(=O)CC2)OCC1.O>C1(C)C=CC=CC=1>[CH:2]1([CH2:7][CH:8]=[C:9]2[CH2:10][CH2:11][C:12]3([O:15][CH2:28][CH2:29][O:32]3)[CH2:13][CH2:14]2)[CH2:3][CH2:4][CH2:5][CH2:6]1

참가 물질

6

반응물 4

HCID 962WaterHCID 5674151,4-Dioxaspiro[4.5]decan-8-oneHCID 23665647Potassium tert-butoxideHCID 67641018(1RS,2RS,4SR)-4-(cyclopentyl-ethyl)-2-dimethylaminomethyl-1-(3-methoxyphenyl)-cyclohexanol hydrochloride

생성물 1

HCID 189804398-(2-Cyclopentyl-ethylidene)-1,4-dioxa-spiro[4.5]decane수율 245.4%

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
80 °C

실험 절차

The reaction was conducted in a nitrogen atmosphere with the exclusion of moisture. 21.9 g (50 mmole) of compound (52) were added to 5.6 g (50 mmole) potassium tert-butylate in 400 ml toluene. The mixture was stirred for 30 minutes at room temperature and for 1 hour at 80° C., and was subsequently cooled to 60° C. 7.8 g (50 mmole) 1.4-dioxa-spiro[4.5]decan-8-one were added. The mixture was then stirred for 18 hours at 60° C. and cooled. 100 ml water were added drop-wise. The organic phase was separated off, the aqueous phase was extracted twice with toluene and dried over sodium sulphate, and the solvent was removed by distillation. 29 g oil were obtained, which was purified with 1:4 diisopropyl ether/n-hexane on a silica gel column.

후처리

  1. temperaturewas subsequently cooled to 60° C
  2. stirringThe mixture was then stirred for 18 hours at 60° C.
  3. temperaturecooled
  4. customThe organic phase was separated off
  5. extractionthe aqueous phase was extracted twice with toluene
  6. dry with materialdried over sodium sulphate
  7. customthe solvent was removed by distillation

출처 및 근거

ORD 기록
ord-e35f16f36b5f4b249f7472c7f067843d
출처 데이터셋
uspto-grants-1998_09
특허 번호
US05801201

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