Borane → (4-(Phenoxymethyl)phenyl)methanol

HRID 970783

반응식

HRID 970783 반응식
[O:1]([CH2:8][C:9]1[CH:17]=[CH:16][C:12]([C:13](O)=[O:14])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.B>O1CCCC1>[O:1]([CH2:8][C:9]1[CH:10]=[CH:11][C:12]([CH2:13][OH:14])=[CH:16][CH:17]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 6331BoraneHCID 7372674-(Phenoxymethyl)benzoic acid

생성물 1

HCID 11333367(4-(Phenoxymethyl)phenyl)methanol수율 90.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
0 °C

실험 절차

4-Phenoxymethylbenzoic acid 3 (3.424 g, 15.0 mmol) was dissolved in tetrahydrofuran (THF) (50 ml) and cooled to 0° C. A solution of borane in THF (33 ml, 33.0 mmol) was added dropwise at 0° C. The solution was then allowed to warm to room temperature and stir overnight. The mixture was then quenched with water, aqueous NaOH was added, and stirred for 30 min. The solution was then acidified with dilute HCl and extracted. The extracts were dried, concentrated, and purified by chromatography to give about 2.9 g of crystalline 4-phenoxymethylphenylmethanol 4.

후처리

  1. temperatureto warm to room temperature
  2. customThe mixture was then quenched with water, aqueous NaOH
  3. additionwas added
  4. stirringstirred for 30 min
  5. extractionextracted
  6. customThe extracts were dried
  7. concentrationconcentrated
  8. custompurified by chromatography

출처 및 근거

ORD 기록
ord-821bf0b529574cd981f70028b55096cf
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07312230B2

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