Iodine → (3-(Benzyloxy)cyclobutyl)methanol

HRID 1966836노트

반응식

HRID 1966836 반응식
[CH2:1]([O:8][CH:9]1[CH2:12][CH:11]([C:13](O)=[O:14])[CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BH4-].[Na+].II>O1CCCC1>[CH2:1]([O:8][CH:9]1[CH2:12][CH:11]([CH2:13][OH:14])[CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 807IodineHCID 4311764Sodium borohydrideHCID 128151113-(Benzyloxy)cyclobutane-1-carboxylic acid

생성물 1

HCID 15221213(3-(Benzyloxy)cyclobutyl)methanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매3회

실험 절차

A tetrahydrofuran solution of 3-(benzyloxy)cyclobutanecarboxylic acid (2.5 gm, 11.36 mmol) was added to a solution of sodium borohydride (0.52 gm, 13.63 mmol) in tetrahydrofuran. Iodine (1.44 gm, 5.68 mmol) in tetrahydrofuran solution was added to solution at 0° C., after about 15 minutes, and the mixture was stirred at room temperature for about 2 hours. It was quenched with dilute hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with dilute sodium hydroxide solution and brine, dried over anhydrous sodium sulphate and concentrated under reduced pressure to get the title compound.

후처리

  1. customIt was quenched with dilute hydrochloric acid
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with dilute sodium hydroxide solution and brine
  4. dry with materialdried over anhydrous sodium sulphate
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-e1263694c9f9436bb2526f1ed6162031
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08420666B2

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