Tetrahydrofuran → 1-Benzofuran-2-Ylmethanol

HRID 29460

반응식

HRID 29460 반응식
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[CH:10]=[O:11].C1COCC1.[BH4-].[Na+]>CO>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[CH2:10][OH:11]

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 613412-BenzofurancarboxaldehydeHCID 4311764Sodium borohydride

생성물 1

HCID 27762631-Benzofuran-2-Ylmethanol

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To benzofuran-2-carbaldehyde (4 g, 27.4 mmol, 1 eq.), THF (50 mL) and methanol (50 mL) were added, under argon, and the reaction was cooled using an ice-salt bath. Then sodium borohydride (3.11 g, 82.1 mmol, 3 eq.) was added in several portions, and the reaction was allowed to warm slowly to room temperature for 1 hour. After work-up, benzofuran-2-yl-methanol was obtained in quantitative yield. 1H NMR (400 MHz, DMSO-d6) δ ppm 4.6 (d, J=5.8 Hz, 2 H) 5.5 (t, J=5.9 Hz, 1 H) 6.8 (s, 1 H) 7.3 (m, 2 H) 7.6 (m, 2 H).

후처리

  1. temperaturethe reaction was cooled

출처 및 근거

ORD 기록
ord-1e582aff1d874a949b42c9d479715f19
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07420001B2

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