Sodium borohydride → {4-[8-Hydroxymethyl-2,2,4,4-tetramethyl-chroman-6-ylethynyl]-phenyl}-acetic acid methyl ester

HRID 898676노트

반응식

HRID 898676 반응식
[CH3:1][O:2][C:3](=[O:29])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]#[C:12][C:13]2[CH:14]=[C:15]3[C:20](=[C:21]([CH:23]=[O:24])[CH:22]=2)[O:19][C:18]([CH3:26])([CH3:25])[CH2:17][C:16]3([CH3:28])[CH3:27])=[CH:7][CH:6]=1.[BH4-].[Na+]>CO>[CH3:1][O:2][C:3](=[O:29])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]#[C:12][C:13]2[CH:14]=[C:15]3[C:20](=[C:21]([CH2:23][OH:24])[CH:22]=2)[O:19][C:18]([CH3:25])([CH3:26])[CH2:17][C:16]3([CH3:28])[CH3:27])=[CH:7][CH:6]=1

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 59692068HCID 59692068, 화합물2회

생성물 1

HCID 59692069{4-[8-Hydroxymethyl-2,2,4,4-tetramethyl-chroman-6-ylethynyl]-phenyl}-acetic acid methyl ester수율 100%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A stirred, cooled (ice bath) solution of {4-[8-formyl-2,2,4,4-tetramethyl chroman-6-ylethynyl]-phenyl}-acetic acid methyl ester (Compound 45, 0.21 g, 0.58 mmol) in methanol (4 mL) was treated with sodium borohydride (0.024 g, 0.64 mmol) and the resulting reaction mixture was stirred for 2 h. The reaction mixture was quenched with water and extracted with diethyl ether. The organic phase was washed with water (×1) and brine (×1), dried over anhydrous sodium sulfate, filtered and evaporated in vacuo to afford the title product as a colorless oil (0.21 g, 100%).

후처리

  1. customthe resulting reaction mixture
  2. customThe reaction mixture was quenched with water
  3. extractionextracted with diethyl ether
  4. washThe organic phase was washed with water (×1) and brine (×1)
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-1707f1a75690442a9213101b7eb14f6d
출처 데이터셋
uspto-grants-2008_04
특허 번호
US07351737B2

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