Tetrabutylammonium Fluoride → 4-(4-(4-Chlorophenyl)-1-hydroxybutyl)phenol

HRID 2253751노트

반응식

HRID 2253751 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][CH:11]([C:13]2[CH:18]=[CH:17][C:16]([O:19][Si](C(C)(C)C)(C3C=CC=CC=3)C3C=CC=CC=3)=[CH:15][CH:14]=2)[OH:12])=[CH:4][CH:3]=1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1.C(O)(=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][CH:11]([C:13]2[CH:14]=[CH:15][C:16]([OH:19])=[CH:17][CH:18]=2)[OH:12])=[CH:4][CH:3]=1

참가 물질

5

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 538578064-(4-Chlorophenyl)-1-(4-t-butyldiphenylsiloxy phenyl)butanol

생성물 1

HCID 197458724-(4-(4-Chlorophenyl)-1-hydroxybutyl)phenol

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of silyl alcohol (Step V) (1.2 g) in THF (10 mL) and acetic acid (0.3 mL) was added tetrabutylammonium fluoride (3 mL of 1M solution). The reaction mixture was stirred 2 hrs, quenched with pH 7 buffer, extracted with ethyl acetate and the organic extract dried and evaporated. Flash chromatography using 25% ethyl acetate/hexane afforded the title compound.

후처리

  1. customquenched with pH 7 buffer
  2. extractionextracted with ethyl acetate
  3. extractionthe organic extract
  4. customdried
  5. customevaporated

출처 및 근거

ORD 기록
ord-34d2f6b1aa314a498ed7e136ca26294b
출처 데이터셋
uspto-grants-1993_08
특허 번호
US05232916

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