Comments on: Protecting Groups In Grignard Reactions https://www.masterorganicchemistry.com/2015/12/16/protecting-groups-in-grignard-reactions/ Tue, 28 Feb 2023 17:05:34 +0000 hourly 1 https://wordpress.org/?v=6.6.2 By: Antoni Konitz https://www.masterorganicchemistry.com/2015/12/16/protecting-groups-in-grignard-reactions/#comment-580867 Thu, 04 Jun 2020 17:40:14 +0000 https://www.masterorganicchemistry.com/?p=9339#comment-580867 The first drawing contains an error in the “actual product” – it should be
BrCH2CH2CH(O-)CH2CH2CHO + MgBr+.

]]> By: James Ashenhurst https://www.masterorganicchemistry.com/2015/12/16/protecting-groups-in-grignard-reactions/#comment-555393 Sat, 18 May 2019 02:31:36 +0000 https://www.masterorganicchemistry.com/?p=9339#comment-555393 In reply to Jeffrey Schultz.

Fixed, thank you!

]]> By: Aruneek https://www.masterorganicchemistry.com/2015/12/16/protecting-groups-in-grignard-reactions/#comment-514736 Wed, 14 Jun 2017 11:26:32 +0000 https://www.masterorganicchemistry.com/?p=9339#comment-514736 In reply to Richard Amoussou.

Yeah! We can! An acetal is not attacked by a base and is inert in basic medium.So you put some LiAlH4 and when the carboxylic acid is converted to alcohol, you add some mild, weakly-nucleophilic acid(otherwise it can dehydrate the alcohol or have a SN reaction with the alcohol!)–which hydrolyzes the acetal and returns back the ketone.Thus, you get the desired product.

]]> By: Jeffrey Schultz https://www.masterorganicchemistry.com/2015/12/16/protecting-groups-in-grignard-reactions/#comment-513666 Wed, 31 May 2017 20:28:58 +0000 https://www.masterorganicchemistry.com/?p=9339#comment-513666 Acetals As A Protecting Group For Alcohols And Ketones

should be

Acetals As A Protecting Group For Aldehydes And Ketones

]]> By: Richard Amoussou https://www.masterorganicchemistry.com/2015/12/16/protecting-groups-in-grignard-reactions/#comment-512264 Thu, 04 May 2017 19:43:13 +0000 https://www.masterorganicchemistry.com/?p=9339#comment-512264 how can we reduce just the carboxylic group on a molecule that contains both carboxylic acid and a ketone. Can we protect the ketone with glycol and use LiAlH4 to reduce just the carboxylic acid?
Thanks James!

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