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Sodium Hydroxide → 2-(Trityloxy)acetic acid

HRID 1776553
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HRID 1776553 반응식
[C:1]([O:20][CH2:21][C:22]([O:24]CC)=[O:23])([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>CCO>[C:1]([O:20][CH2:21][C:22]([OH:24])=[O:23])([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 12230788trityloxy-acetic Acid Ethyl Ester

생성물 1

HCID 122307892-(Trityloxy)acetic acid수율 98%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a suspension of ethyl 2-(trityloxy)acetate (8.2 g, 23.67 mmol) in EtOH (350 ml), NaOH 6M (7.89 ml, 47.3 mmol) was added at RT. The suspension slowly turned into a solution. After 1 hour, EtOH was removed under vacuum and the remaining crude was partitioned between HCl 2N and DCM. The organic phase was separated, dried over Na2SO4 and evaporated under vacuum. 2-(Trityloxy)acetic acid was obtained (7.42 g, 23.31 mmol, 98% yield) and used as such in the following reaction without further purification.

후처리

  1. additionwas added at RT
  2. customEtOH was removed under vacuum
  3. customthe remaining crude was partitioned between HCl 2N and DCM
  4. customThe organic phase was separated
  5. dry with materialdried over Na2SO4
  6. customevaporated under vacuum

출처 및 근거

ORD 기록
ord-8e8d09d36dca45df939420a15eb2e458
출처 데이터셋
uspto-grants-2016_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09265768B2

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