تفاعل #84758

ord-03dc6c37871a47b2ace4fcc0f778d0f7

معادلة التفاعل

COc1ccc(C(=O)O)c(N)c1
2-amino-4-methoxybenzoic acid
[BH4-]
borohydride
COc1ccc(CO)c(N)c1
title compound
COc1ccc(CO)c(N)c1
(2-amino-4-methoxyphenyl)methanol

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe reaction was quenched with water (150 mL)
  2. 2
    استخلاصextracted with ethyl acetate (500 mL×3)
  3. 3
    أخرىThe organic layers were separated
  4. 4
    غسيلwashed with water (200 mL) and brine (200 mL)
  5. 5
    تجفيفdried over sodium sulfate
  6. 6
    ترشيحfiltered
  7. 7
    تركيزconcentrated

الإجراء التجريبي

To a solution of 2-amino-4-methoxybenzoic acid (15.0 g, 89.8 mmol) in THF (300 mL) was added borohydride in THF (450 mL, 450 mmol) at 0° C., and the reaction mixture was stirred at room temperature overnight. The reaction was quenched with water (150 mL) and extracted with ethyl acetate (500 mL×3). The organic layers were separated, combined, washed with water (200 mL) and brine (200 mL), dried over sodium sulfate, filtered and concentrated to afford the title compound. MS (ES+) C8H11NO2 requires: 153, found: 154 [M+H]+.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09434700B2uspto-grants-2016_09