Iodine → (3-(Benzyloxy)cyclobutyl)methanol

HRID 1966836ノート

反応式

HRID 1966836 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 15221213(3-(Benzyloxy)cyclobutyl)methanol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒3 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e1263694c9f9436bb2526f1ed6162031
出典データセット
uspto-grants-2013_04
特許番号
US08420666B2

反応ノート

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