Ethanol → 4-(1,4-Dioxaspiro[4.5]dec-8-yl)-1,3-benzenediol

HRID 346817

반응식

HRID 346817 반응식
C([O:8][C:9]1[CH:10]=[CH:11][C:12]([C:16]2[CH2:25][CH2:24][C:19]3([O:23][CH2:22][CH2:21][O:20]3)[CH2:18][CH:17]=2)=[C:13]([OH:15])[CH:14]=1)C1C=CC=CC=1.O1CCCC1.C(O)C>ClCCl.[Pd]>[O:20]1[C:19]2([CH2:24][CH2:25][CH:16]([C:12]3[CH:11]=[CH:10][C:9]([OH:8])=[CH:14][C:13]=3[OH:15])[CH2:17][CH2:18]2)[O:23][CH2:22][CH2:21]1

참가 물질

6

반응물 3

HCID 702EthanolHCID 8028TetrahydrofuranHCID 117392405-(Benzyloxy)2-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)phenol

생성물 1

HCID 99212574-(1,4-Dioxaspiro[4.5]dec-8-yl)-1,3-benzenediol수율 95.2%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 6344Dichloromethane용매

실험 절차

A flask equipped with magnetic stirrer was charged with 5-(benzyloxy)-2-(1,4-dioxaspiro [4.5]dec-7-en-8-yl)phenol (14.5 g, 42.8 mmol) and tetrahydrofuran (50 ml) and ethanol (100 ml) and palladium (4.54 g, 10% on activated carbon) were added sequentially. The reaction vessel was than evacuated, placed under a hydrogen atmosphere and stirred vigorously for 24 hr. The reaction mixture was filtered through a celite plug, washing with ethyl acetate. The filtrate was concentrated in vacuo to give an off white solid. The crude solid was slurried in dichloromethane (200 ml), affording the title compound (10.2 g, 95%) as a white solid, m/z(ES+)251(M+H+).

후처리

  1. customA flask equipped with magnetic stirrer
  2. additionwere added sequentially
  3. customthan evacuated
  4. filtrationThe reaction mixture was filtered through a celite plug
  5. washwashing with ethyl acetate
  6. concentrationThe filtrate was concentrated in vacuo
  7. customto give an off white solid

출처 및 근거

ORD 기록
ord-48d42b15a97e438f91637a6c8ff985e1
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07173052B2

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