Sodium Cyanide → Chroman-3-yl-acetonitrile

HRID 984123노트

반응식

HRID 984123 반응식
[O:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH:3]([CH2:11]OS(C2C=CC(C)=CC=2)(=O)=O)[CH2:2]1.[C-:23]#[N:24].[Na+]>CN(C=O)C>[O:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH:3]([CH2:11][C:23]#[N:24])[CH2:2]1

참가 물질

4

반응물 2

HCID 8929Sodium CyanideHCID 11267124Toluene-4-sulfonic acid Chroman-3-ylmethyl ester

생성물 1

HCID 14838407Chroman-3-yl-acetonitrile수율 126.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Compound 18B (1.25 g), NaCN (0.15 g) in 25 mL of DMF, were heated to 60° C. for 12 h. The solvent was removed, the reaction mixture was mixed with water (125 mL) and ether (125 mL). The ether layer was separated, washed with water, brine, dried (MgSO4), concentrated to afford compound 18C (0.67 g). mp 54-55.5° C.; MS: 174 (M+1)+. Preparation of 3-Cyanomethyl-chroman-6-sulfonyl chloride (Compound 18D)

후처리

  1. customThe solvent was removed
  2. additionthe reaction mixture was mixed with water (125 mL) and ether (125 mL)
  3. customThe ether layer was separated
  4. washwashed with water, brine
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-b46e117ef1f645828dbbb57f7129736b
출처 데이터셋
uspto-grants-2005_03
특허 번호
US06867224B2

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